Issue 25, 2012
From the journal:

Organic & Biomolecular Chemistry

Asymmetric Michael addition of boronic acids to a γ-hydroxy-α,β-unsaturated aldehyde catalyzed by resin-supported peptide†‡

Kengo Akagawa,a   Masahide Sugiyamaa  and  Kazuaki Kudo*a  

* Corresponding authors

a Institute of Industrial Science, University of Tokyo, 4-6-1 Komaba, Meguro-ku, Tokyo 153-8505, Japan
E-mail: kkudo@iis.u-tokyo.ac.jp
Fax: +81 3 5452 6357
Tel: +81 3 5452 6359

Abstract

A resin-supported peptide catalyst effective for the asymmetric Michael addition of boronic acids to (E)-4-hydroxybut-2-enal was developed. From a spectral study, it was revealed that the optimum peptide consisted of both a β-turn and helix. Such a combination of secondary structures was essential for achieving a high catalytic ability.

Graphical abstract: Asymmetric Michael addition of boronic acids to a γ-hydroxy-α,β-unsaturated aldehyde catalyzed by resin-supported peptide

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C2OB25431J
Article type
Communication
Submitted
28 Feb 2012
Accepted
21 Mei 2012
First published
24 Mei 2012

Org. Biomol. Chem., 2012,10, 4839-4843

Permissions

Request permissions

Asymmetric Michael addition of boronic acids to a γ-hydroxy-α,β-unsaturated aldehyde catalyzed by resin-supported peptide

K. Akagawa, M. Sugiyama and K. Kudo, Org. Biomol. Chem., 2012, 10, 4839 DOI: 10.1039/C2OB25431J

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements