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催化不对称中断 Attanasi 反应:获得具有相邻季碳原子的稠合 2,3-二氢吡咯。

Catalytic asymmetric interrupted Attanasi reaction: access to fused 2,3-dihydropyrroles with vicinal quaternary carbons.

机构信息

Green Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou 450001, China.

Institute of Pharmaceutical Science and Technology, Zhejiang University of Technology, Hangzhou 310014, P. R. China.

出版信息

Chem Commun (Camb). 2023 Jun 27;59(52):8103-8106. doi: 10.1039/d3cc02172f.

DOI:10.1039/d3cc02172f
PMID:37294443
Abstract

The first catalytic asymmetric interrupted Attanasi reaction has been established. Under the catalysis of a bifunctional organocatalyst, the condensation of cyclic β-keto esters with azoalkenes readily occurred, delivering a variety of bicyclic fused 2,3-dihydropyrroles with vicinal quaternary stereogenic centers in good yields and with good to excellent enantioselectivities (27 examples, up to 96% yield and 95% ee).

摘要

首例催化不对称中断 Attanasi 反应已经建立。在双功能有机催化剂的催化下,环状β-酮酯与重氮烯烃的缩合反应容易发生,以良好的产率和优异到优秀的对映选择性(27 个实例,高达 96%的产率和 95%的ee)得到各种桥连季碳立体中心的双环稠合 2,3-二氢吡咯。

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