Organocatalytic asymmetric aldol reaction of ketones with isatins: straightforward stereoselective synthesis of 3-alkyl-3-hydroxyindolin-2-ones

被引：126

作者：

Chen, Jia-Rong ^{[1
]}

Liu, Xiao-Peng ^{[1
]}

Zhu, Xiao-Yu ^{[1
]}

Li, Liang ^{[1
]}

Qiao, Yong-Feng ^{[1
]}

Zhang, Jian-Ming ^{[1
]}

Xiao, Wen-Jing ^{[1
]}

机构：

[1] Cent China Normal Univ, Coll Chem, Minist Educ Res, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China

来源：

TETRAHEDRON | 2007年 / 63卷 / 42期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1016/j.tet.2007.08.003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient asymmetric aldol condensation of ketones with isatins has been developed using an L-proline-derived bifunctional organocatalyst. This strategy allows the enantioselective synthesis of a variety of 3-alkyl-3-hydroxyindolin-2-ones with a stereogenic quaternary carbon center in excellent yields with good to excellent enantiomeric excess. The method has been applied to the enatioselective synthesis of (S)-convolutamydine successfully. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：10437 / 10444

页数：8

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