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

Yuanyuan Liu; Dongmei Yao; Kun Li; Fengtao Tian; Fang Xie; Wanbin Zhang

doi:10.1016/j.tet.2011.09.023

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

Yuanyuan Liu
, Dongmei Yao
, Kun Li
, Fengtao Tian
, Fang Xie
, Wanbin Zhang^*

^*Corresponding author for this work

Shanghai Jiao Tong University

Research output: Contribution to journal › Article › peer-review

29 Scopus citations

Abstract

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).

Original language	English
Pages (from-to)	8445-8450
Number of pages	6
Journal	Tetrahedron
Volume	67
Issue number	44
DOIs	https://doi.org/10.1016/j.tet.2011.09.023
State	Published - 4 Nov 2011
Externally published	Yes

Keywords

3-Substituted unsaturated oxindoles
Asymmetric hydrogenation
Chiral C3-mono substituted oxindoles
Iridium complex
Tropos phosphine-oxazoline ligands

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10.1016/j.tet.2011.09.023

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title = "Iridium-catalyzed asymmetric hydrogenation of 3-substituted unsaturated oxindoles to prepare C3-mono substituted oxindoles",

abstract = "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).",

keywords = "3-Substituted unsaturated oxindoles, Asymmetric hydrogenation, Chiral C3-mono substituted oxindoles, Iridium complex, Tropos phosphine-oxazoline ligands",

author = "Yuanyuan Liu and Dongmei Yao and Kun Li and Fengtao Tian and Fang Xie and Wanbin Zhang",

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T1 - Iridium-catalyzed asymmetric hydrogenation of 3-substituted unsaturated oxindoles to prepare C3-mono substituted oxindoles

AU - Liu, Yuanyuan

AU - Yao, Dongmei

AU - Li, Kun

AU - Tian, Fengtao

AU - Xie, Fang

AU - Zhang, Wanbin

PY - 2011/11/4

Y1 - 2011/11/4

N2 - 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).

AB - 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).

KW - 3-Substituted unsaturated oxindoles

KW - Asymmetric hydrogenation

KW - Chiral C3-mono substituted oxindoles

KW - Iridium complex

KW - Tropos phosphine-oxazoline ligands

UR - https://www.scopus.com/pages/publications/80053275222

U2 - 10.1016/j.tet.2011.09.023

DO - 10.1016/j.tet.2011.09.023

M3 - 文章

AN - SCOPUS:80053275222

SN - 0040-4020

VL - 67

SP - 8445

EP - 8450

JO - Tetrahedron

JF - Tetrahedron

IS - 44

ER -

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

Abstract

Keywords

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