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铜催化的烯醇硅醚与异吲哚酮的对映选择性Mukaiyama羟醛反应。

Copper-catalyzed enantioselective Mukaiyama aldol reaction of silyl enol ethers with isatins.

作者信息

Li Jindong, Li Yanan, Sun Jianan, Gui Yang, Huang Yekai, Zha Zhenggen, Wang Zhiyong

机构信息

Hefei National Laboratory for Physical Sciences at Microscale, CAS Key Laboratory of Soft Matter Chemistry & Center for Excellence in Molecular Synthesis of Chinese Academy of Sciences, Collaborative Innovation Center of Suzhou Nano Science and Technology & School of Chemistry and Materials Science in University of Science and Technology of China, Hefei, 230026, P. R. China.

出版信息

Chem Commun (Camb). 2019 May 28;55(44):6309-6312. doi: 10.1039/c9cc02159k.

Abstract

A highly enantioselective Mukaiyama aldol reaction of silyl enol ethers with isatins catalyzed by chiral copper complexes was developed. A series of chiral 3-substituted 3-hydroxy-2-oxindoles bearing a tetra-substituted center could be obtained exclusively with high yields (up to 95%) and excellent enantioselectivities (up to 99%). In particular, water was essential to improve the diastereoselectivity.

摘要

开发了一种由手性铜配合物催化的硅烯醇醚与异吲哚酮的高度对映选择性Mukaiyama羟醛反应。一系列带有四取代中心的手性3-取代-3-羟基-2-吲哚酮能够以高收率(高达95%)和优异的对映选择性(高达99%)独家获得。特别地,水对于提高非对映选择性至关重要。

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