Advances in Organic Synthesis

Volume: 4

Indexed in: Scopus, Chemical Abstracts, EBSCO, Ulrich's Periodicals Directory

Advances in Organic Synthesis is a book series devoted to the latest advances in synthetic approaches towards challenging structures. It presents comprehensive articles written by eminent authorities ...
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Asymmetric Synthesis of α-Unsubstituted β-Hydroxy Acids

Pp. 3-35 (33)

Jan Spengler and Fernando Albericio

Abstract

α-Unsubstituted β-hydroxy acids (3-hydroxycarboxylic acids) are constituents of various natural products with pharmacological and other technical properties of interest. They are also important intermediates in organic synthesis. This article reviews various possible routes for asymmetric synthesis of enantiopure or enantiomerically enriched α-unsubstituted β-hydroxy acids.

Keywords:

3-hydroxycarboxylic acids, asymmetric aldol reactions, acetate aldol reactions, Reformatsky reaction, asymmetric reduction, Arndt-Eistert homologation, Wolff-rearrangement, beta-lactones, cyclic sulfites, reductive cleavage, green plastics, statines, 3-hydroxytetradecanoic acid, Mukaiyama aldol reaction, chiral auxiliaries, chiral catalysts, 3-oxo-carboxylic acids, BINAP, asymmetric conjugate radical addition, catalytic desymmetrization.

Affiliation:

Institute for Research in Biomedicine, Barcelona Science Park, University of Barcelona, Baldiri Reixac 10, E-08028 Barcelona, Spain