Asymmetric Synthesis of α-Unsubstituted β-Hydroxy Acids
Pp. 3-35 (33)
Jan Spengler and Fernando Albericio
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.
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.
Institute for Research in Biomedicine, Barcelona Science Park, University of Barcelona, Baldiri Reixac 10, E-08028 Barcelona, Spain