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一种新型双功能试剂在以氮为中心的亲核试剂与联烯酸酯的高度对映选择性γ-加成反应中的设计、合成及应用

Design, synthesis and application of a new type of bifunctional in highly enantioselective γ-addition reactions of N-centered nucleophiles to allenoates.

作者信息

Qiu Haile, Chen Xiaofeng, Zhang Junliang

机构信息

Shanghai Key Laboratory of Green Chemistry and Chemical Processes , School of Chemistry and Molecular Engineering , East China Normal University , 3663 N. Zhongshan Road , Shanghai , P. R. China (200062) . Email:

Department of Chemistry , Fudan University , 2005 Songhu Road , Shanghai , P. R. China (200438) . Email:

出版信息

Chem Sci. 2019 Sep 3;10(45):10510-10515. doi: 10.1039/c9sc04073k. eCollection 2019 Dec 7.

Abstract

A novel class of cyclic phosphine derived bifunctional catalysts () is reported, which can be readily prepared from inexpensive and commercially available starting materials and exhibit good performances in enantioselective γ-addition reactions of N-centered nucleophiles and allenoates under mild conditions. The salient features of this reaction include high product yields, good enantioselectivity, mild reaction conditions, and broad substrate scope and gram-scale scalability.

摘要

报道了一类新型的环状膦衍生双功能催化剂(),其可由廉价且市售的起始原料轻松制备,并在温和条件下对以氮为中心的亲核试剂与联烯酸酯的对映选择性γ-加成反应中表现出良好性能。该反应的显著特点包括高产物收率、良好的对映选择性、温和的反应条件、广泛的底物范围以及克级规模的可扩展性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c66/6988743/2d4b7a7fc822/c9sc04073k-f1.jpg

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