Enantioselective Michael/Cyclization Reaction Sequence: Scaffold-Inspired Synthesis of Spirooxindoles with Multiple Stereocenters

被引：247

作者：

Cao, Yiming ^{[1
,2
]}

Jiang, Xianxing ^{[1
,2
]}

Liu, Luping ^{[1
,2
]}

Shen, Fangfang ^{[1
,2
]}

Zhang, Futing ^{[1
,2
]}

Wang, Rui ^{[1
,2
,3
]}

机构：

[1] Lanzhou Univ, Inst Biochem & Mol Biol, Key Lab Preclin Study New Drugs Gansu Prov, Lanzhou 730000, Peoples R China

[2] Lanzhou Univ, Inst Biochem & Mol Biol, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

[3] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, State Key Lab Chirosci, Kowloon, Hong Kong, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 39期

基金：

中国国家自然科学基金;

关键词：

asymmetric synthesis; heterocycles; Michael addition; organocatalysis; synthetic methods; ASYMMETRIC ALDOL REACTION; DOUBLY STEREOCONTROLLED APPROACH; ALPHA-ISOTHIOCYANATO IMIDES; AMINE THIOUREA CATALYSTS; NATURAL-PRODUCTS; QUATERNARY STEREOCENTERS; ACID-DERIVATIVES; DRUG DISCOVERY; SNAR REACTIONS; BOND DONORS;

D O I：

10.1002/anie.201104216

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A-spiro-ing: The title reaction of α-isothiocyanato imides and methyleneindolinones has been realized for the first time using 1 as the catalyst. This newly developed synthetic method provides a simple, efficient, and environmentally friendly way to access, in an enantioselective manner, densely functionalized spirooxindoles having three contiguous stereogenic centers. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：9124 / 9127

页数：4

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