38087-02-4Relevant academic research and scientific papers
A Facile General Route to α-Keto Esters and α-Diketones
Si, Zong-xing,Jiao, Xian-yun,Hu, Bing-fang
, p. 509 - 510 (1990)
A novel synthetic route to α-keto esters and α-diketones through ozonolytic fragmentation of α-substituted acetoacetic esters and α-substituted acetylacetones is described.
[1,3]-Claisen rearrangement via removable functional group mediated radical stabilization
Alam, Md Nirshad,Dash, Soumya Ranjan,Mukherjee, Anirban,Pandole, Satish,Marelli, Udaya Kiran,Vanka, Kumar,Maity, Pradip
supporting information, p. 890 - 895 (2021/02/01)
A thermal O-to-C [1,3]-rearrangement of α-hydroxy acid derived enol ethers was achieved under mild conditions. The 2-aminothiophenol protection of carboxylic acids facilitates formation of the [1,3] precursor and its thermal rearrangement via stabilization of a radical intermediate. Experimental and theoretical evidence for dissociative radical pair formation, its captodative stability via aminothiophenol, and a unique solvent effect are presented. The aminothiophenol was deprotected from rearrangement products as well as after derivatization to useful synthons.
Ozonolysis of Alkynes - A Flexible Route to Alpha-Diketones: Synthesis of AI-2
Alterman, Joshua L.,Halverson, Larry J.,Kraus, George A.,Stroud, Marissa Roghair,Vang, Dua X.
supporting information, p. 7424 - 7426 (2020/10/05)
A mild procedure for the low-temperature conversion of alkynes to diketones has been developed and employed in the synthesis of AI-2.
Synthesis of 1,2-diketones from β-keto nitriles via a protection-oxidative-decyanation-deprotection protocol
Liu, Yu,Yun, Xiliu,Zhang-Negrerie, Daisy,Huang, Jianhui,Du, Yunfei,Zhao, Kang
supporting information; experimental part, p. 2984 - 2994 (2011/11/04)
A variety of 1,2-diketones were prepared from -keto nitriles via a three-step protocol including the protection of the ketones with methoxyamine, oxidative decyanation, and microwave-assisted deprotection in the final step. This approach provides a novel and efficient access to a wide scope of symmetric and unsymmetric 1,2-diketones using molecular oxygen as the oxidant in the decyanation process. Georg Thieme Verlag Stuttgart - New York.
Enantioselective aerobic oxidation of α-hydroxy-ketones catalyzed by oxidovanadium(V) methoxides bearing chiral, N-salicylidene- tert -butylglycinates
Chen, Chien-Tien,Kao, Jun-Qi,Salunke, Santosh B.,Lin, Ya-Hui
supporting information; experimental part, p. 26 - 29 (2011/03/22)
Chiral oxidovanadium(V) methoxides prepared from 3,5-disubstituted-N- salicylidene-l-tert-butylglycines and vanadyl sulfate in air-saturated MeOH serve as highly enantioselective catalysts for asymmetric aerobic oxidations and kinetic resolution of alkyl, aryl, and heteroaryl α-hydroxy-ketones with differed α-substituents at ambient temperature in toluene or TBME (tert-butyl methyl ether). The best scenarios involve the use of complexes which bear the tridendate templates derived from 3,5-diphenyl- or 3-o-biphenyl-5-nitro-salicyaldehyde. The kinetic resolution selectivities of the aerobic oxidation process are in the range of 12 to >1000 based on the selectivity factors (krel).
Rhodium-catalyzed acylation of vinylsilanes with acid anhydrides
Yamane, Motoki,Uera, Kazuyoshi,Narasaka, Koichi
, p. 477 - 486 (2007/10/03)
A catalytic acylation of vinylsilane with acid anhydride is accomplished by the use of [RhCl(CO)2]2, in which the transmetalation between vinylsilane and rhodium(I) carbonyl complex plays a key role. The application of this acylation reaction to (1-acyloxyvinyl)silanes provides synthetic methods for α-acyloxy enones, α-diketones, and their derivatives.
Method for preparing chiral diphosphines
-
, (2008/06/13)
The invention concerns a method for preparing a compound of formula (1) wherein: A represents naphthyl or phenyl optionally substituted; and Ar1, Ar2independently represent a saturated or aromatic carbocyclic group, optionally substituted.
High-valent metalloporphyrin, Fe(tpp)OTf, catalyzed rearrangement of α,β-epoxy ketones into 1,2-diketones
Suda, Kohji,Baba, Kenji,Nakajima, Shin-Ichiro,Takanami, Toshikatsu
, p. 2570 - 2571 (2007/10/03)
Iron(III) tetraphenylporphyrin triflate, Fe(tpp)OTf, works as an efficient and characteristic Lewis acid catalyst in the selective rearrangement of α,β-epoxy ketones into 1,2-diketones.
Asymmetric hydrogenation method of a ketonic compound and derivative
-
, (2008/06/13)
The present invention relates to a process for the asymmetric hydrogenation of a ketonic compound and derivative. The invention relates to the use of optically active metal complexes as catalysts for the asymmetric hydrogenation of a ketonic compound and derivative. The process for the asymmetric hydrogenation of a ketonic compound and derivative is characterized in that the asymmetric hydrogenation of said compound is carried out in the presence of an effective amount of a metal complex comprising as ligand an optically active diphosphine corresponding to one of the following formulae: STR1
Structure-reactivity dependence in the rearrangements of a family of alkylacetoxycarbenes
Moss, Robert A.,Merrer, Dina C.
, p. 8067 - 8070 (2007/10/03)
Absolute rate constants and activation parameters are presented for the 1,2-H and 1,2-acetyl migrations of a family of alkylacetoxycarbenes.
