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

被引：29
|
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
收藏
页码：8445 / 8450
页数：6
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