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直接无硝基甲烷亨利反应中的不对称催化

Asymmetric catalysis in direct nitromethane-free Henry reactions.

作者信息

Dong Lin, Chen Fen-Er

机构信息

Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University Chengdu 610041 P. R. of China

Engineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University Shanghai 200433 P. R. of China

出版信息

RSC Adv. 2020 Jan 13;10(4):2313-2326. doi: 10.1039/c9ra10263a. eCollection 2020 Jan 8.

DOI:10.1039/c9ra10263a
PMID:35494598
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9048686/
Abstract

A great number of reports have described asymmetric catalytic Henry reactions using nitromethanes as pronucleophiles, but far more challenging is diastereoselective catalytic Henry reactions using substituted higher nitroalkanes instead of nitromethane to generate chiral β-nitro alcohol scaffolds with four adjacent stereogenic centers in a one-pot operation. This review summarizes the current state and applications of such reactions involving complex nitroalkane coupling with various carbonyl compounds for resolving double chiral centers with high enantio- and diastereoselectivities.

摘要

大量报告描述了使用硝基甲烷作为亲核试剂的不对称催化亨利反应,但更具挑战性的是使用取代的高级硝基烷烃而非硝基甲烷进行非对映选择性催化亨利反应,以便在一锅操作中生成具有四个相邻手性中心的手性β-硝基醇骨架。本综述总结了此类反应的当前状态和应用,这些反应涉及复杂的硝基烷烃与各种羰基化合物的偶联,以高对映选择性和非对映选择性拆分双 chiral 中心。

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