6540-96-1Relevant academic research and scientific papers
Convergent Evolution of Diastereomeric Mixtures of 5-Methoxy-pentylzirconocenes toward Trans-1,2-substituted Cyclopentanes
Coelho, Aurélien,Machado-Rodrigues, Carine,Behr, Jean-Bernard,Vasse, Jean-Luc
supporting information, p. 772 - 776 (2021/02/01)
The access to 1,2- and 1,1,2-substituted trans cyclopentanes via a sequential hydrozirconation/TMSOTf-mediated cyclization applied to 5-methoxypent-1-enes is presented. Involving a transient carbocation, the reaction was shown to be diastereo-convergent. Possibly performed in a nonracemic version, the reaction proved compatible with a range of functional groups affording a large panel of cyclopentanes.
Copper(II)-Catalyzed Alkene Aminosulfonylation with Sodium Sulfinates for the Synthesis of Sulfonylated Pyrrolidones
Rao, Wei-Hao,Jiang, Li-Li,Liu, Xiao-Meng,Chen, Mei-Jun,Chen, Fang-Yuan,Jiang, Xin,Zhao, Jin-Xiao,Zou, Guo-Dong,Zhou, Yu-Qiang,Tang, Lin
supporting information, p. 2890 - 2893 (2019/04/30)
A copper-catalyzed direct aminosulfonylation of unactivated alkenes with sodium sulfinates for the efficient synthesis of sulfonylated pyrrolidones is described. This reaction features good functional group tolerance and wide substrate scope, providing an efficient and straightforward protocol to access this kind of pyrrolidones. Moreover, preliminary mechanistic investigations disclosed that a free-radical pathway might be invovled in the process.
Silver-catalyzed decarboxylative trifluoromethylthiolation of aliphatic carboxylic acids in aqueous emulsion
Hu, Feng,Shao, Xinxin,Zhu, Dianhu,Lu, Long,Shen, Qilong
supporting information, p. 6105 - 6109 (2014/06/23)
A silver-catalyzed decarboxylative trifluoromethylthiolation of secondary and tertiary carboxylic acids under mild conditions tolerates a wide range of functional groups. The reaction was dramatically accelerated by its performance in an aqueous emulsion, which was formed by the addition of sodium dodecyl sulfate to water. It was proposed that the radical, which was generated from the silver-catalyzed decarboxylation in the "oil-in-water" droplets, could easily react with the trifluoromethylthiolating reagent to form the product.
N -Boc amines to oxazolidinones via Pd(II)/bis-sulfoxide/br?nsted acid Co-catalyzed allylic C-H oxidation
Osberger, Thomas J.,White, M. Christina
supporting information, p. 11176 - 11181 (2014/08/18)
A Pd(II)/bis-sulfoxide/Br?nsted acid catalyzed allylic C-H oxidation reaction for the synthesis of oxazolidinones from simple N-Boc amines is reported. A range of oxazolidinones are furnished in good yields (avg 63%) and excellent diastereoselectivities (avg 15:1) to furnish products regioisomeric from those previously obtained using allylic C-H amination reactions. Mechanistic studies suggest the role of the phosphoric acid is to furnish a Pd(II)bis-sulfoxide phosphate catalyst that promotes allylic C-H cleavage and π-allylPd functionalization with a weak, aprotic oxygen nucleophile and to assist in catalyst regeneration.
Study on the total synthesis of velbanamine: Chemoselective dioxygenation of alkenes with PIFA via a stop-and-flow strategy
Liu, Huili,Zheng, Kuan,Lu, Xiang,Wang, Xiaoxia,Hong, Ran
supporting information, p. 983 - 990 (2013/07/19)
A "stop-and-flow" strategy was developed for the chemoselective dioxygenation of alkenes with a PIFA-initiated cyclization. This method is conceived for the desymmetrization of seco-diene, and a series of substituted 5-hydroxymethyl-γ-lactones were constructed after hydrolysis. This strategy also differentiates terminally substituted alkenes and constitutes a potentially novel synthetic approach for the efficient synthesis toward velbanamine.
A gold(i)-catalyzed intramolecular oxidation-cyclopropanation sequence of 1,6-enynes: A convenient access to [n.1.0]bicycloalkanes
Qian, Deyun,Zhang, Junliang
supporting information; scheme or table, p. 11152 - 11154 (2011/11/06)
A gold(i)-catalyzed tandem oxidation/cyclopropanation reaction of 1,6-enynes with an external oxidant has been developed. This quite simple and rapid strategy will provide a safe, mild and versatile avenue to numerous carbo- and hetero [n.1.0]bicyclic frameworks.
Intramolecular formal [4+2] cycloaddition of 3-ethoxycyclobutanones and alkenes
Matsuo, Jun-Ichi,Sasaki, Shun,Hoshikawa, Takaya,Ishibashi, Hiroyuki
supporting information; scheme or table, p. 934 - 936 (2010/06/12)
Intramolecular formal [4+2] cycloaddition between 3-ethoxycyclobutanones and a carbon-carbon double bond to the corresponding bicyclo[4.n.0]alkan-2-one derivatives proceeded effectively by using ethylaluminium dichloride. The Royal Society of Chemistry 20
Homogeneous gold-catalyzed oxidative carboheterofunctionalization of alkenes
Zhang, Guozhu,Cui, Li,Wang, Yanzhao,Zhang, Liming
supporting information; experimental part, p. 1474 - 1475 (2010/04/04)
(Chemical Equation Presented) Homogeneous carboamination, carboalkoxylation and carbolactonization of terminal alkenes are realized via oxidative gold catalysis, providing expedient access to various substituted Nor O-heterocycles. Deuterium-labeling studies established the anti nature of the alkene functionalization and the indispensible role of Au(I)/Au(III) catalysis. This study constitutes the first example of catalytically converting C(sp 3)-Au bonds into C(sp3)-C(sp2) bonds in a crosscoupling manner and opens new opportunities to study gold alkene catalysis where alkylgold intermediates can be readily functionalized intermolecularly. Copyright
ALPHA-AMINO-N-SUBSTITUTED AMIDES, PHARMACEUTICAL COMPOSITION CONTAINING THEM AND USES THEREOF
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Page/Page column 29, (2010/10/05)
The present invention relates to filed of pharmaceutical chemistry. Disclosed are a series of α-amino-N-substituted amide compounds having a structure of the following formula, the pharmaceutically acceptable salts thereof, and the pharmaceutical composit
NHC-catalyzed ring expansion of oxacycloalkane-2-carboxaldehydes: A versatile synthesis of lactones
Wang, Li,Thai, Karen,Gravel, Michel
supporting information; experimental part, p. 891 - 893 (2009/08/15)
Imidazolinium-derived carbenes catalyze the ring-expansion lactonization of oxacycloalkane-2-carboxaldehydes. A variety of functionalized five-, six-, and seven-membered lactones can be formed efficiently under mild reaction conditions. The success of this new method for the construction of lactones is highly influenced by the electronic nature of the carbene catalyst.
