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Issue 25, 2012

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

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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

Supplementary files

Article information


Submitted
28 Feb 2012
Accepted
21 May 2012
First published
24 May 2012

Org. Biomol. Chem., 2012,10, 4839-4843
Article type
Communication

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

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