Asymmetric transfer hydrogenation in aqueous media catalyzed by resin-supported peptide having a polyleucine tether

被引：34

作者：

Akagawa, Kengo ^{[1
]}

Akabane, Hajime ^{[1
]}

Sakamoto, Seiji ^{[1
]}

Kudo, Kazuaki ^{[1
]}

机构：

[1] Univ Tokyo, Inst Ind Sci, Meguro Ku, Tokyo 1538505, Japan

来源：

TETRAHEDRON-ASYMMETRY | 2009年 / 20卷 / 04期

关键词：

ENANTIOSELECTIVE TRANSFER HYDROGENATION; ORGANOCATALYTIC TRANSFER HYDROGENATION; ALPHA-IMINO ESTERS; ALDOL-REACTION; ALPHA; BETA-UNSATURATED ALDEHYDES; MICHAEL ADDITION; RECYCLABLE ORGANOCATALYST; REDUCTIVE AMINATION; ORGANIC-SYNTHESIS; PHOSPHORIC-ACID;

D O I：

10.1016/j.tetasy.2009.02.036

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A resin-supported N-terminal prolyl peptide having a beta-turn motif and a polyleucine tether has been developed for the organocatalytic asymmetric transfer hydrogenation under aqueous conditions. Polyleucine accelerated the reaction in a highly enantioselective manner by providing a hydrophobic microenvironment around the prolyl residue. The investigation of catalyst structures indicates that the L-form of polyleucine is essential for both reaction efficiency and enantioselectivity. (c) 2009 Elsevier Ltd. All rights reserved.

引用

页码：461 / 466

页数：6

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