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使用具有聚亮氨酸连接基的树脂负载肽在水介质中进行有机催化不对称转移氢化反应。

Organocatalytic asymmetric transfer hydrogenation in aqueous media using resin-supported peptide having a polyleucine tether.

作者信息

Akagawa Kengo, Akabane Hajime, Sakamoto Seiji, Kudo Kazuaki

机构信息

Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505, Japan.

出版信息

Org Lett. 2008 May 15;10(10):2035-7. doi: 10.1021/ol800031p. Epub 2008 Apr 12.

DOI:10.1021/ol800031p
PMID:18407642
Abstract

A resin-supported N-terminal prolyl peptide having a beta-turn motif and hydrophobic polyleucine chain effectively catalyzed the asymmetric transfer hydrogenation under aqueous conditions. The polyleucine tether provides a hydrophobic cavity in aqueous media that brought about a remarkable acceleration of the reaction. In addition, the polyleucine chain also turned out to be essential for high enantioselectivity.

摘要

一种具有β-转角基序和疏水性聚亮氨酸链的树脂负载型N-末端脯氨酰肽在水性条件下有效地催化了不对称转移氢化反应。聚亮氨酸连接链在水性介质中提供了一个疏水腔,这使得反应显著加速。此外,聚亮氨酸链对于高对映选择性也是必不可少的。

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