- Comparative study on post-polymerization modification of C1 poly(benzyl 2-ylidene-acetate) and its C2 analog poly(benzyl acrylate)
-
The present study investigates the challenging approach of post-polymerization modification on polymers with a sterically demanding reaction center. Therefore, the general possibility to functionalize polymethylene moieties was investigated. Poly(benzyl 2-ylidene-acetate) was synthesized by polymerization of benzyl 2-diazoacetate utilizing [(L-prolinate)RhI(1,5-dimethyl-1,5-cyclooctadiene)] as a catalyst. Subsequently, the modification of C1 polymerized poly(benzyl 2-ylidene-acetate) with amines was analyzed and the obtained data set was compared with experimental data derived for the C2 analog poly(benzyl acrylate). This is the first study on post-polymerization modification utilizing densely functionalized polymethylenes as starting materials.
- Krappitz, Tim,Theato, Patrick
-
-
Read Online
- Photocatalytic gem-Difluoroolefination Reactions by a Formal C?C Coupling/Defluorination Reaction with Diazoacetates
-
The photolysis of diazoalkanes to conduct singlet carbene transfer reactions of colored diazoalkanes has recently attracted significant interest in organic synthesis. Herein, we describe a photocatalytic approach that allows the access of triplet carbene
- Li, Fang,Pei, Chao,Koenigs, Rene M.
-
-
- N-transfer reagent and method for preparing the same and its application
-
Provided are a novel N-transfer reagent and a method for preparing the same and its application. The N-transfer reagent is represented by the following Formula (I): The various novel N-transfer reagents of the present invention can be quickly prepared by employing different nitrobenzene precursors. The N-transfer reagents can directly convert a variety of amino compounds into diazo compounds under mild conditions. Particularly, the N-transfer reagents can facilitate the synthesis of the diazo compounds. The application of synthesizing diazo compounds of the present invention can greatly decrease the difficulty in operation, increase the safety during experiments, reduce the cost of production and the environmental pollution, and enhance the industrial value of diazo compounds.
- -
-
Page/Page column 26-29; 59-60; 69-72
(2021/06/25)
-
- NovelN-transfer reagent for converting α-amino acid derivatives to α-diazo compounds
-
A novel universalN-transfer reagent for direct and effective transformation of α-amino ketones, acetamides, and esters to the corresponding α-diazo products under mild basic conditions has been developed. This one-step synthetic approach not only allows for generation of α-substituted-α-diazo carbonyl compounds from α-amino acid derivatives but also permits preparation of α-diazo dipeptides fromN-terminal dipeptides (32 examples, up to 91%).
- Lu, Guan-Han,Huang, Tzu-Chia,Hsueh, Hsiao-Chin,Yang, Shin-Cherng,Cho, Ting-Wei,Chou, Ho-Hsuan
-
p. 4839 - 4842
(2021/05/25)
-
- Engineering Dirhodium Artificial Metalloenzymes for Diazo Coupling Cascade Reactions**
-
Artificial metalloenzymes (ArMs) are commonly used to control the stereoselectivity of catalytic reactions, but controlling chemoselectivity remains challenging. In this study, we engineer a dirhodium ArM to catalyze diazo cross-coupling to form an alkene that, in a one-pot cascade reaction, is reduced to an alkane with high enantioselectivity (typically >99 % ee) by an alkene reductase. The numerous protein and small molecule components required for the cascade reaction had minimal effect on ArM catalysis. Directed evolution of the ArM led to improved yields and E/Z selectivities for a variety of substrates, which translated to cascade reaction yields. MD simulations of ArM variants were used to understand the structural role of the cofactor on ArM conformational dynamics. These results highlight the ability of ArMs to control both catalyst stereoselectivity and chemoselectivity to enable reactions in complex media that would otherwise lead to undesired side reactions.
- Bultman, Max J.,Huang, Rui,Lewis, Jared C.,Li, Ying,Roux, Benoit,Upp, David M.
-
p. 23672 - 23677
(2021/08/23)
-
- Catalytic Ring Expansion of Activated Heteroarenes Enabled by Regioselective Dearomatization
-
Catalytic ring expansion of activated heteroarenes through 1,4-dearomative addition of diazoacetates was established for the construction of various fused azepines by an elaborate control of the reaction kinetics at each step. The use of a silver catalyst was essential to drive the overall reaction for generating the desired seven-membered azepines. Because of the excellent substrate scope and selectivity, the developed methodology presents an innovative approach for the synthesis of multifused azepines, which are biologically relevant molecules.
- Kim, Jiyoung,Yoo, Eun Jeong
-
supporting information
p. 4256 - 4260
(2021/06/28)
-
- Cross coupling of sulfonyl radicals with silver-based carbenes: A simple approach to β-carbonyl arylsulfones
-
A coupling reaction between sulfonyl radicals and silver-based carbenes has been well established. This simple radical-carbene coupling (RCC) process provided an efficient approach to a variety of β-carbonyl arylsulfones from sodium arylsulfinates and diazo compounds, and was characterized by wide substrate scope, easy scale-up, simple manipulation, accessible starting materials, and mild reaction conditions.
- Li, Jingjing,Lian, Pengcheng,Wan, Xiaobing,Wang, Hanghang,Zheng, Yonggao
-
p. 2163 - 2169
(2020/03/27)
-
- A General Catalytic Route to Enantioenriched Isoindolinones and Phthalides: Application in the Synthesis of (S)-PD 172938
-
Chiral Br?nsted acid catalyzed enantioselective syntheses of isoindolinones and phthalides have been accomplished via tandem Mannich-lactamization and aldol-lactonization reactions, respectively. A variety of enantioenriched isoindolinones (up to 99% ee) and phthalides (up to 85% ee) containing α-diazoesters were afforded in excellent yields. Furthermore, a concise synthesis of (S)-PD 172938 has been demonstrated by using this protocol.
- Ray, Sumit K.,Sadhu, Milon M.,Biswas, Rayhan G.,Unhale, Rajshekhar A.,Singh, Vinod K.
-
-
- A General Catalytic Route to Enantioenriched Isoindolinones and Phthalides: Application in the Synthesis of (S)-PD 172938
-
Chiral Br?nsted acid catalyzed enantioselective syntheses of isoindolinones and phthalides have been accomplished via tandem Mannich-lactamization and aldol-lactonization reactions, respectively. A variety of enantioenriched isoindolinones (up to 99% ee) and phthalides (up to 85% ee) containing α-diazoesters were afforded in excellent yields. Furthermore, a concise synthesis of (S)-PD 172938 has been demonstrated by using this protocol.
- Ray, Sumit K.,Sadhu, Milon M.,Biswas, Rayhan G.,Unhale, Rajshekhar A.,Singh, Vinod K.
-
p. 417 - 422
(2019/01/23)
-
- Two Distinct Ag(I)- And Au(I)-Catalyzed Olefinations between α-Diazo Esters and N-Boc-Derived Imines
-
Metal-catalyzed reactions between α-diazo esters and imines were well-known to yield aziridine derivatives exclusively. This work reports two new olefination reactions between N-Boc-derived (Boc = tert-Butyloxycarbonyl) imines and α-diazo esters with Ag(I) and Au(I) catalysts, respectively. Our mechanistic studies reveal that these new olefinations involve an initial attack of diazo esters on metal/imine complexes to form Mannich-addition intermediates, which subsequently afford α-aryl-β-aminoacrylates via a Roskamp reaction, or to form β-aryl-β-aminoacrylates via the formation of silver carbenes.
- Kardile, Rahul Dadabhau,Liu, Rai-Shung
-
p. 6452 - 6456
(2019/09/06)
-
- Nickel-Catalyzed Transformation of Diazoacetates to Alkyl Radicals Using Alcohol as a Hydrogen Source
-
A nickel-catalyzed transformation of diazoacetates to α-carbonyl methylene radicals has been disclosed in the presence of hyperoxide using ethanol as a hydrogen source and solvent. This strategy is successfully applied in the formation of indolin-2-ones or 1,4-dicarbonyl compounds from acrylamides or enamides in moderate to good yields. These reactions undergo radical addition onto C-C double bonds followed by a cyclization/oxidation or an oxidation/hydrolysis process, respectively.
- Zhao, Jingjing,Li, Pan,Xu, Yaohua,Shi, Yixin,Li, Fuwei
-
supporting information
p. 9386 - 9390
(2019/11/28)
-
- A chiral Br?nsted acid-catalyzed highly enantioselective Mannich-type reaction of α-diazo esters with in situ generated N -acyl ketimines
-
A chiral phosphoric acid-catalyzed asymmetric Mannich-type reaction of α-diazo esters with in situ generated N-acyl ketimines, derived from 3-hydroxyisoindolinones has been demonstrated in this communication. A variety of isoindolinone-based α-amino diazo esters bearing a quaternary stereogenic center were afforded in high yields (up to 99%) with excellent enantioselectivities (up to 99% ee). Furthermore, the synthetic utility of the products has been depicted by the hydrogenation of the diazo moiety of adducts.
- Unhale, Rajshekhar A.,Sadhu, Milon M.,Ray, Sumit K.,Biswas, Rayhan G.,Singh, Vinod K.
-
p. 3516 - 3519
(2018/04/10)
-
- Interception of Secondary Amide Ylide with Sulfonamides: Catalyst-Controlled Synthesis of N-Sulfonylamidine Derivatives
-
A novel, secondary amide activation strategy has been developed through the in situ generation of ylides from amides and diazoacetates. Under the developed reaction conditions, Mn-catalyzed ylide formation and interception reaction by sulfonamide delivered a variety of N-sulfonylamidines. Notably, when highly active Zn(OTf)2 was used as the catalyst, further N-H insertion products were obtained. In contrast with traditional methods, our amide activation strategy is distinguished by accessible starting material, inexpensive catalyst, and broad substrate scope.
- Chen, Jijun,Long, Wenhao,Yang, Yonggang,Wan, Xiaobing
-
p. 2663 - 2666
(2018/05/22)
-
- In situ generation of nitrile oxides from copper carbene and tert -butyl nitrite: Synthesis of fully substituted isoxazoles
-
Herein, we present a novel [3 + 2] cycloaddition reaction of β-keto esters with nitrile oxides, which were generated in situ from copper carbene and tert-butyl nitrite. This three-component reaction provides new methodology for the direct synthesis of fully substituted isoxazole derivatives, featuring mild reaction conditions, readily accessible starting materials and simple operation. The experimental studies and DFT calculations suggest that the reaction starts with the generation of the key intermediate nitrile oxides, followed by a [3 + 2] cycloaddition reaction of β-keto esters to give the final isoxazole products.
- Chen, Rongxiang,Ogunlana, Abosede Adejoke,Fang, Shangwen,Long, Wenhao,Sun, Hongmei,Bao, Xiaoguang,Wan, Xiaobing
-
p. 4683 - 4687
(2018/07/06)
-
- In Situ Generation of Oxazole Ylide and Interception with Sulfonamide: Construction of Amidines Using Two Diazo Molecules
-
A novel generation of oxazole ylide and interception with sulfonamide have been well developed to construct fully substituted amidines. This copper-catalyzed four-component reaction incorporates two diazo molecules to target amidines and shows broad substrate scope, excellent functional groups tolerance and good to excellent yields.
- Chen, Jijun,Long, Wenhao,Zhao, Yanwei,Li, Haiyan,Zheng, Yonggao,Lian, Pengcheng,Wan, Xiaobing
-
p. 857 - 865
(2018/07/31)
-
- Fast Living Polymerization and Helix-Sense-Selective Polymerization of Diazoacetates Using Air-Stable Palladium(II) Catalysts
-
In this work, air-stable palladium(II) catalysts bearing bidentate phosphine ligands were designed and prepared, which could initiate fast and living polymerizations of various diazoacetate monomers under mild conditions. The polymerization afforded the desired polymers in high yields with controlled molecular weights (Mns) and narrow molecular weight distributions (Mw/Mns). The Mns of the isolated polymers were linearly correlated to the initial feed ratios of monomer to catalyst, confirming the living/controlled manner of the polymerizations. The Mn also increased linearly with the monomer conversion, and all of the isolated polymers showed narrow Mw/Mns. The polymerization was relatively fast and could be accomplished within several minutes. Such fast living polymerization method can be applied to a wide range of diazoacetate monomers in various organic solvents at room temperature in air. Taking advantage of the living nature, we facilely prepared a series of block copolymers through chain extension reactions. The amphiphilic block copolymers synthesized by this method exhibited interesting self-assembly properties. Moreover, polymerization of achiral bulky diazoacetate by Pd(II) catalysts bearing a chiral bidentate phosphine ligand leads to the formation of polymers with high optical activity due to the formation of the predominantly one-handed helix of the main chain. The helix sense of the polymers was determined by the chirality of the Pd(II) catalysts.
- Chu, Jia-Hong,Xu, Xun-Hui,Kang, Shu-Ming,Liu, Na,Wu, Zong-Quan
-
p. 17773 - 17781
(2019/01/04)
-
- FACTOR XIa INHIBITORS
-
The present invention provides a compound of Formula (I) and pharmaceutical compositions comprising one or more said compounds, and methods for using said compounds for treating or preventing thromboses, embolisms, hypercoagulability or fibrotic changes. The compounds are selective Factor XIa inhibitors or dual inhibitors of Factor XIa and plasma Kallikrein.
- -
-
Page/Page column 55
(2017/05/21)
-
- Organocatalyzed Direct Aldol Reaction of Silyl Glyoxylates for the Synthesis of α-Hydroxysilanes
-
A novel organocatalyzed direct aldol reaction of aldehydes to silyl glyoxylates is disclosed. This method provides an efficient route to α-hydroxysilanes with excellent enantioselectivities (up to 99% ee) and high diastereoselectivities (up to >20:1 dr). In the new activation model of silyl glyoxylates, the hydrogen bond is critical to the reaction. A carbonyl group directly attached to silicon in acylsilanes could be activated by coordination to the proton of hydroxyl and carboxylic acid via a hydrogen bond. Moreover, commercially available cis-l-4-hydroxyproline is an ideal organocatalyst for activating both aldehydes and acylsilanes.
- Han, Man-Yi,Xie, Xiaoyu,Zhou, Di,Li, Pinhua,Wang, Lei
-
p. 2282 - 2285
(2017/05/12)
-
- Copper-catalyzed [1,2]-rearrangements of allylic iodides and aryl α-diazoacetates
-
The [1,2]- and [2,3]-rearrangements of iodonium ylides are synthetically useful reactions for the generation of functionalized α-iodoesters. Allylic iodides are coupled with α-diazoesters in the presence of a copper catalyst and a ligand to generate iodonium ylides, which undergo metal-mediated rearrangements. By fine-tuning the structure of the ligand, we have reversed the regioselectivity of copper-catalyzed reactions of iodonium ylides from [2,3]- to [1,2]-rearrangements with the use of alternate bipyridine ligands. The preference for [1,2]-rearrangements was further improved by using bulky aryl α-diazoester substrates. Several α-iodoesters with a diverse range of functional groups were generated in good yields (up to 88% yield) and high regioselectivities (up to >95:5 regioisomeric ratio). A deuterium-labeled substrate was utilized to gain insight into the mechanism of the reaction.
- Xu, Bin,Gartman, Jackson A.,Tambar, Uttam K.
-
p. 4150 - 4159
(2017/06/29)
-
- In Situ Generation of Quinolinium Ylides from Diazo Compounds: Copper-Catalyzed Synthesis of Indolizine
-
The Cu-catalyzed three-component reaction between quinolines, diazo compounds, and alkenes has been established for direct construction of indolizine derivatives via quinolinium ylides. This methodology is distinguished by the use of a commercially inexpensive catalyst and readily available starting materials, wide substrate scope, and operational simplicity.
- Chen, Rongxiang,Zhao, Yanwei,Sun, Hongmei,Shao, Ying,Xu, Yudong,Ma, Meihua,Ma, Liang,Wan, Xiaobing
-
p. 9291 - 9304
(2017/09/22)
-
- Designing ‘Totem’ C2-Symmetrical Iron Porphyrin Catalysts for Stereoselective Cyclopropanations
-
The catalytic activity of the iron(III) C2chiral porphyrin Fe(2)(OMe) in alkene cyclopropanation is herein reported. The catalyst promoted the reaction of differently substituted styrenes with diazo derivatives with trans-diastereoselectivities and enantioselectivities up to 99:1 and 87 %, respectively. In addition, high TON and TOF values (up to 10 000 and 120 000 h?1, respectively) were observed indicating good activity and stability of the catalyst in optimized experimental conditions. The study of the cyclopropanation reaction revealed that the porphyrin skeleton is composed of two ‘totem’ parts which were independently responsible for the observed enantio- and diastereoselectivities. To further our research we also investigated the catalytic role of the methoxy axial ligand coordinated to the iron atom. The molecular structure of Fe(2)(OMe) was optimized by DFT calculations which were also employed to achieve a better understanding of the mechanistic details of the carbene transfer reaction.
- Carminati, Daniela Maria,Intrieri, Daniela,Caselli, Alessandro,Le Gac, Stéphane,Boitrel, Bernard,Toma, Lucio,Legnani, Laura,Gallo, Emma
-
p. 13599 - 13612
(2016/09/13)
-
- Highly Efficient Access to Both Geometric Isomers of Silyl Enol Ethers: Sequential 1,2-Brook/Wittig Reactions
-
Novel sequential 1,2-Brook/Wittig reactions were developed for the preparation of silyl enol ethers. This method enables highly selective preparation of both geometric isomers of glyoxylate silyl enol ethers, using aldehydes (E-selective) and tosylimines
- Matsuya, Yuji,Wada, Kentaro,Minato, Daishiro,Sugimoto, Kenji
-
supporting information
p. 10079 - 10082
(2016/08/16)
-
- Trifluoromethylthiolation and Trifluoromethylselenolation of α-Diazo Esters Catalyzed by Copper
-
α-Diazo esters are smoothly converted into the corresponding trifluoromethyl thio- or selenoethers by reaction with Me4NSCF3or Me4NSeCF3, respectively, in the presence of catalytic amounts of copper thiocyanate. This straightforward method gives high yields under neutral conditions at room temperature and is applicable to a wide range of functionalized molecules, including diverse α-amino acid derivatives. It is well-suited for the late-stage introduction of trifluoromethylthio or -seleno groups into drug-like molecules.
- Matheis, Christian,Krause, Thilo,Bragoni, Valentina,Goossen, Lukas J.
-
supporting information
p. 12270 - 12273
(2016/08/24)
-
- Highly regioselective organocatalyzed synthesis of pyrazoles from diazoacetates and carbonyl compounds
-
A general, organocatalytic inverse-electron-demand [3+2] cycloaddition reaction between a range of carbonyl compounds and diazoacetates has been developed. This reaction is catalyzed by secondary amines as a "green promoter" to generate substituted pyrazoles with high levels of regioselectivity. It is noteworthy that this [3+2] cycloaddition reaction proceeds efficiently at room temperature with a simple and inexpensive catalyst. Considering the large variety and ready availability of the starting materials (e.g. ketones, β-ketoesters, β-diketones, and aldehydes), as well as the operational simplicity of this process, a convenient, practical, and highly modular pyrazole synthesis has been developed. We believe that this work will arouse more research interest in the organocatalytic synthesis of other biologically active heterocycles. Such studies are currently underway in our laboratory. Dipoles apart: In situ formed enamines react with diazoacetates under mild conditions to afford the corresponding polysubstituted pyrazoles in good-to-excellent yields through an inverse-electron-demand 1,3-dipolar cycloaddition process (see scheme). Copyright
- Wang, Lei,Huang, Jiayao,Gong, Xiaojie,Wang, Jian
-
p. 7555 - 7560
(2013/07/05)
-
- Construction of enantiomerically enriched diazo compounds using diazo esters as nucleophiles: Chiral Lewis base catalysis
-
Amazing diazo: The title reaction leads to highly functionalized diazo compounds in good yields with excellent enantioselectivities (see scheme; Boc=tert-butoxycarbonyl). The utility of the products was demonstrated by the rapid synthesis of a number of o
- Mao, Haibin,Lin, Aijun,Shi, Yan,Mao, Zhijie,Zhu, Xuebin,Li, Weipeng,Hu, Hongwen,Cheng, Yixiang,Zhu, Chengjian
-
supporting information
p. 6288 - 6292
(2013/07/05)
-
- CONTINUOUS FLOW PROCESS FOR THE PRODUCTION OF DIAZO ESTERS
-
Processes for producing diazo ester derivatives in a single phase system in a continuous flow reactor.
- -
-
Page/Page column 33
(2012/10/08)
-
- Novel triazolopeptides: chirospecific synthesis and conformational studies of proline derived analogs
-
Replacing the backbone amide function by a heterocyclic bioisostere, [3+2] azide-alkyne cycloaddition has been applied for the construction of biologically relevant peptidomimetics. Starting from aminoalkynoates, triazole formation was accomplished by add
- Paul, Andreas,Einsiedel, Juergen,Waibel, Reiner,Heinemann, Frank W.,Meyer, Karsten,Gmeiner, Peter
-
experimental part
p. 6156 - 6168
(2011/03/21)
-
- Copper-promoted cycloaddition of diazocarbonyl compounds and acetylides
-
(Chemical Equation Presented) HOMO-logous: The copper-mediated cycloaddition of alkynes with diazo carbonyl compounds to give pyrazoles is reminiscent of the copper-catalyzed cycloaddition of alkynes and azides. The formation of the copper acetylide is proposed to narrow the energy gap between the highest occupied molecular orbital (HOMO) of the alkyne and the lowest unoccupied molecular orbital (LUMO) of the diazo compound.
- Qi, Xiangbing,Ready, Joseph M.
-
p. 3242 - 3244
(2008/02/13)
-
- N,N′-ditosylhydrazine: A convenient reagent for facile synthesis of diazoacetates
-
A novel entry to the synthesis of diazoacetates is disclosed. A variety of diazoacetates were synthesized from the corresponding bromoacetates by treatment with N,N′-ditosylhydrazine in moderate to high yields. Ease of operation with the stable crystalline reagent as well as a short reaction time offer a useful alternative to the conventional methods.
- Torna, Tatsuya,Shimokawa, Jun,Fukuyama, Tohru
-
p. 3195 - 3197
(2008/02/10)
-
- Highly chemo- and stereoselective intermolecular coupling of diazoacetates to give cis-olefins by using Grubbs second-generation catalyst
-
Highly stereoselective formation of cis-2-ene-1,4-diesters by homo- and heterocoupling of α-diazoacetates in the presence of Grubbs second-generation catalyst is demonstrated. The dual reactivity of the catalyst in alkene metathesis and diazocoupling has been exploited in the synthesis of 12-26-membered macrocyclic dienyl dilactones by one-pot carbene dimerisation/ring-closing metathesis.
- Hodgson, David M.,Angrish, Deepshikha
-
p. 3470 - 3479
(2008/02/08)
-
- Synthesis of α-diazo-β-hydroxyesters through a one-pot protocol by phase-transfer catalysis: Application to enantioselective aldol-type reaction and diastereoselective synthesis of α-amino-β-hydroxyester derivatives
-
The one-pot synthesis of α-diazo-β-hydroxyesters from sodium azide under phase-transfer-catalyzed conditions has been achieved. This protocol includes three different chemical transformations promoted by a single catalyst in each step to give products in good to excellent yields. The reaction was applied to a catalytic asymmetric aldol-type reaction using α-diazoesters with aldehydes in the presence of a chiral quaternary ammonium salt and gave products with up to 81% ee. The diastereoselective transformation of the products to chiral α-amino-β-hydroxyester derivatives is also described.
- Hasegawa, Kazuya,Arai, Shigeru,Nishida, Atsushi
-
p. 1390 - 1401
(2007/10/03)
-
- Polymer-bound diazonium salts for the synthesis of diazoacetic esters
-
Starting from Merrifield resin, various polymer-bound diazonium salts were prepared. Upon treatment with amino acid esters, resulting the appropriate triazenes, the corresponding diazoacetic esters were formed by basic cleavage. Scope and limitation of th
- Schroen, Maarten,Br?se, Stefan
-
p. 12186 - 12192
(2007/10/03)
-
- 2-Substituted thio-6-substituted-carbapen-2-em-3-carboxylic acids
-
Disclosed are 2-substituted thio-6-substituted-carbapen-2-em-3-carboxylic acids (I) and their pharmaceutically acceptable salt, ester and amide derivatives which are useful as antibiotics: STR1 wherein: R5 is CN, STR2 (R is alkyl or aryl); R6 is hydrogen, R5, alkyl, aryl or heteroaryl; and R7 and R8 are, inter alia, hydrogen, alkyl, alkenyl, aryl and aralkyl.
- -
-
-
- NEW SYNTHETIC APPLICATIONS OF 4-ACETOXYAZETIDIN-2-ONE: CARBOXYLATE AND NITROGEN NUCLEOPHILE DISPLACEMENTS
-
Reaction conditions for displacement of the acetate group in 4-acetoxyazetidin-2-one by carboxylate and nitrogen nucleophiles have been studied, giving firstly, a 4-malonyloxyazetidin-2-one from which was synthesized the clavulanic acid degradation produc
- Campbell, Malcolm M.,Jasys, V. John
-
p. 1487 - 1490
(2007/10/02)
-