Organocatalytic Asymmetric Michael Addition of Oxindoles to Nitroolefins for the Synthesis of 2,2-Disubstituted Oxindoles Bearing Adjacent Quaternary and Tertiary Stereocenters

被引：33

作者：

Jin, Cheng-Yong

Wang, Yao

Liu, Yao-Zong

Shen, Chao

Xu, Peng-Fei ^{[1
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 24期

关键词：

1,3-DICARBONYL COMPOUNDS; MANNICH REACTIONS; HIGHLY EFFICIENT; DERIVATIVES; NITROALKENES; CATALYSTS; ROUTE;

D O I：

10.1021/jo301886j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A bifunctional thiourea-catalyzed Michael addition of activated indolin-3-ones to nitroolefins has been developed. The synthetically useful 2,2-disubstituted indolin-3-one derivatives with vicinal chiral quaternary-tertiary stereocenters were obtained in high yields with excellent stereoselectivities. The adduct can be readily transformed into a structurally interesting heterocyclic architecture by means of further synthetic elaboration.

引用

页码：11307 / 11312

页数：6

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