Diastereoselective synthesis of spirooxindole derivatives via biocatalytic domino reaction

被引：22

作者：

Liang, Yi-Ru ^{[1
]}

Chen, Xiao-Yang ^{[1
]}

Wu, Qi ^{[1
]}

Lin, Xian-Fu ^{[1
]}

机构：

[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China

来源：

TETRAHEDRON | 2015年 / 71卷 / 04期

基金：

中国国家自然科学基金;

关键词：

Spirooxindole; Acylase; Domino reaction; Diastereoselectivity; ONE-POT SYNTHESIS; ACYLASE;

D O I：

10.1016/j.tet.2014.12.027

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile promiscuous reaction catalyzed by Acylase 'Amano' was developed for the preparation of spirooxindole derivatives. At the optimized reaction condition, the acylase-catalyzed domino reactions could provide a series of different spirooxindole products in moderate yields and good diastereoselectivity. A chemo-enzymatic two-step process was also designed successfully, and several representative spirooxindole derivatives could be obtained in nearly quantitative yields. Additionally, one tentative mechanism for this enzyme-catalyzed process was proposed. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：616 / 621

页数：6

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