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通过手性双环咪唑催化直接对映选择性C-酰化反应构建季碳立体中心。

Direct enantioselective C-acylation for the construction of a quaternary stereocenter catalyzed by a chiral bicyclic imidazole.

作者信息

Wang Mo, Zhang Xiao, Ling Zheng, Zhang Zhenfeng, Zhang Wanbin

机构信息

School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China.

School of Pharmacy, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China.

出版信息

Chem Commun (Camb). 2017 Jan 24;53(8):1381-1384. doi: 10.1039/c6cc09451a.

DOI:10.1039/c6cc09451a
PMID:28074967
Abstract

A direct enantioselective C-acylation of 3-substituted benzofuran-2(3H)-ones (with up to 97% ee) was developed using a chiral bicyclic imidazole catalyst OAc-DPI and an achiral tertiary amine additive DIPEA. The reaction mechanism for the direct C-acylation has been investigated using both experimental and theoretical studies.

摘要

使用手性双环咪唑催化剂OAc-DPI和非手性叔胺添加剂DIPEA,开发了一种3-取代苯并呋喃-2(3H)-酮的直接对映选择性C-酰化反应(对映体过量高达97%)。通过实验和理论研究对直接C-酰化反应的机理进行了研究。

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