Iridium-catalyzed asymmetric hydrogenation of 3-substituted unsaturated oxindoles to prepare C3-mono substituted oxindoles

被引：30

作者：

Liu, Yuanyuan ^{[1
]}

Yao, Dongmei ^{[1
]}

Li, Kun ^{[1
]}

Tian, Fengtao ^{[1
]}

Xie, Fang ^{[1
]}

Zhang, Wanbin ^{[1
]}

机构：

[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China

来源：

TETRAHEDRON | 2011年 / 67卷 / 44期

关键词：

Asymmetric hydrogenation; Iridium complex; Tropos phosphine-oxazoline ligands; 3-Substituted unsaturated oxindoles; Chiral C3-mono substituted oxindoles; ENANTIOSELECTIVE SYNTHESIS; ALLYLIC ALKYLATION; STEREOSELECTIVE-SYNTHESIS; OXAZOLINE LIGANDS; CONCISE SYNTHESIS; MANNICH REACTION; REARRANGEMENT; COMPLEXES; ALKALOIDS; DERIVATIVES;

D O I：

10.1016/j.tet.2011.09.023

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and enantioselective hydrogenation of 3-substituted unsaturated oxindoles has been developed by an iridium complex of tropos phosphine-oxazoline ligands. It is the first example to prepare chiral C3-mono substituted oxindoles via asymmetric catalysis. And the reaction provides instant access to this kind of compounds with excellent conversion and enantioselectivities (up to 93% ee). (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：8445 / 8450

页数：6

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