Iridium-catalyzed asymmetric hydrogenation of α-alkylidene succinimides

Yuanyuan Liu; Wanbin Zhang

doi:10.1002/anie.201209126

Iridium-catalyzed asymmetric hydrogenation of α-alkylidene succinimides

Yuanyuan Liu
, Wanbin Zhang^*

^*Corresponding author for this work

Shanghai Jiao Tong University

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

104 Scopus citations

Abstract

Not to be out PhOXed! The title reaction provides a new approach to chiral succinimide derivatives with excellent yields and ee values by using a low catalyst loading (0.05 mol %) and mild reaction conditions. Chiral 3-benzyl pyrrolidines and 1-hydroxypyrrolidine-2,5-diones, important structural motifs in natural products and pharmaceuticals, could be readily prepared. BARF ^-=tetrakis[3,5-bis(trifluoromethyl)phenyl]borate.

Original language	English
Pages (from-to)	2203-2206
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	52
Issue number	8
DOIs	https://doi.org/10.1002/anie.201209126
State	Published - 18 Feb 2013
Externally published	Yes

Keywords

asymmetric catalysis
hydrogenation
iridium
ligand effects
synthetic methods

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title = "Iridium-catalyzed asymmetric hydrogenation of α-alkylidene succinimides",

abstract = "Not to be out PhOXed! The title reaction provides a new approach to chiral succinimide derivatives with excellent yields and ee values by using a low catalyst loading (0.05 mol \%) and mild reaction conditions. Chiral 3-benzyl pyrrolidines and 1-hydroxypyrrolidine-2,5-diones, important structural motifs in natural products and pharmaceuticals, could be readily prepared. BARF -=tetrakis[3,5-bis(trifluoromethyl)phenyl]borate.",

keywords = "asymmetric catalysis, hydrogenation, iridium, ligand effects, synthetic methods",

author = "Yuanyuan Liu and Wanbin Zhang",

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T1 - Iridium-catalyzed asymmetric hydrogenation of α-alkylidene succinimides

AU - Liu, Yuanyuan

AU - Zhang, Wanbin

PY - 2013/2/18

Y1 - 2013/2/18

N2 - Not to be out PhOXed! The title reaction provides a new approach to chiral succinimide derivatives with excellent yields and ee values by using a low catalyst loading (0.05 mol %) and mild reaction conditions. Chiral 3-benzyl pyrrolidines and 1-hydroxypyrrolidine-2,5-diones, important structural motifs in natural products and pharmaceuticals, could be readily prepared. BARF -=tetrakis[3,5-bis(trifluoromethyl)phenyl]borate.

AB - Not to be out PhOXed! The title reaction provides a new approach to chiral succinimide derivatives with excellent yields and ee values by using a low catalyst loading (0.05 mol %) and mild reaction conditions. Chiral 3-benzyl pyrrolidines and 1-hydroxypyrrolidine-2,5-diones, important structural motifs in natural products and pharmaceuticals, could be readily prepared. BARF -=tetrakis[3,5-bis(trifluoromethyl)phenyl]borate.

KW - asymmetric catalysis

KW - hydrogenation

KW - iridium

KW - ligand effects

KW - synthetic methods

UR - https://www.scopus.com/pages/publications/84873910800

U2 - 10.1002/anie.201209126

DO - 10.1002/anie.201209126

M3 - 文章

C2 - 23335151

AN - SCOPUS:84873910800

SN - 1433-7851

VL - 52

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 8

ER -

Iridium-catalyzed asymmetric hydrogenation of α-alkylidene succinimides

Abstract

Keywords

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