Issue 10, 2005
From the journal:

Organic & Biomolecular Chemistry

(S,S)-(+)-Pseudoephedrine as chiral auxiliary in asymmetric acetate aldol reactions

Mónica Rodríguez,a   Jose L. Vicario,a   Dolores Badía*a  and  Luisa Carrilloa  

* Corresponding authors

a Departamento de Química Orgánica II, Facultad de Ciencia y Tecnología, Universidad del País Vasco/Euskal Herriko Unibertsitatea, P.O. Box 644, Bilbao, Spain
E-mail: qopbaurm@lg.ehu.es

Abstract

The asymmetric acetate-type aldol reaction using (S,S)-(+)-pseudoephedrine has been studied in detail. Experimental variables like the nature of the metal counterion of the enolate, the presence of additives and the structure of the aldehyde have been examined in order to reach to the highest possible yields and diastereoselectivities.

Graphical abstract: (S,S)-(+)-Pseudoephedrine as chiral auxiliary in asymmetric acetate aldol reactions

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Article information

DOI
https://doi.org/10.1039/B502995C
Article type
Paper
Submitted
02 Mar 2005
Accepted
07 Apr 2005
First published
22 Apr 2005

Org. Biomol. Chem., 2005,3, 2026-2030

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(S,S)-(+)-Pseudoephedrine as chiral auxiliary in asymmetric acetate aldol reactions

M. Rodríguez, J. L. Vicario, D. Badía and L. Carrillo, Org. Biomol. Chem., 2005, 3, 2026 DOI: 10.1039/B502995C

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