Issue 49, 2015
From the journal:

RSC Advances

Aerobic photooxidative direct asymmetric aldol reactions of benzyl alcohols using water as the solvent†

A. Fujiya,a   T. Nobuta,a   E. Yamaguchi,a   N. Tada,a   T. Miurab  and  A. Itoh*a  

* Corresponding authors

a Gifu Pharmaceutical University 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan
E-mail: itoha@gifu-pu.ac.jp

b Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan

Abstract

We report an aerobic photooxidative direct asymmetric aldol reaction using water as the solvent. In this reaction, primary benzyl alcohols are oxidized into benzaldehydes under an oxygen atmosphere using anthraquinone-2-sodium sulfonate monohydrate as an organophotocatalyst. Stereoselective aldol reactions then proceed using a proline-type organocatalyst.

Graphical abstract: Aerobic photooxidative direct asymmetric aldol reactions of benzyl alcohols using water as the solvent

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Article information

DOI
https://doi.org/10.1039/C5RA05155J
Article type
Communication
Submitted
24 Mar 2015
Accepted
16 Apr 2015
First published
16 Apr 2015

RSC Adv., 2015,5, 39539-39543

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Aerobic photooxidative direct asymmetric aldol reactions of benzyl alcohols using water as the solvent

A. Fujiya, T. Nobuta, E. Yamaguchi, N. Tada, T. Miura and A. Itoh, RSC Adv., 2015, 5, 39539 DOI: 10.1039/C5RA05155J

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