Issue 11, 2012
From the journal:

Organic & Biomolecular Chemistry

Highly efficient asymmetric aldol reaction in brine using a fluorous sulfonamide organocatalyst†‡

Tsuyoshi Miura,*a   Hikaru Kasuga,a   Kie Imai,a   Mariko Ina,a   Norihiro Tada,a   Nobuyuki Imaib  and  Akichika Itoha  

* Corresponding authors

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

b Faculty of Pharmacy, Chiba Institute of Science, 15-8 Shiomi-cho, Choshi, Chiba 288-0025, Japan

Abstract

A fluorous organocatalyst promotes direct asymmetric aldol reactions of aromatic aldehydes with ketones in brine to afford the corresponding anti-aldol products in high yield with up to 96% ee. Fluorous organocatalyst can be readily recovered by solid phase extraction using fluorous silica gel and reused without purification.

Graphical abstract: Highly efficient asymmetric aldol reaction in brine using a fluorous sulfonamide organocatalyst

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Article information

DOI
https://doi.org/10.1039/C2OB06955E
Article type
Communication
Submitted
22 Nov 2011
Accepted
06 Jan 2012
First published
09 Jan 2012

Org. Biomol. Chem., 2012,10, 2209-2213

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Highly efficient asymmetric aldol reaction in brine using a fluorous sulfonamide organocatalyst

T. Miura, H. Kasuga, K. Imai, M. Ina, N. Tada, N. Imai and A. Itoh, Org. Biomol. Chem., 2012, 10, 2209 DOI: 10.1039/C2OB06955E

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