Synfacts 2010(10): 1159-1159  
DOI: 10.1055/s-0030-1258648
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Enantio- and Diastereoselective Synthesis of syn-1,2-Diol Derivatives

Contributor(s): Mark Lautens, Norman Nicolaus
D. Cartigny, K. Püntener, T. Ayad, M. Scalone, V. Ratovelomanana-Vidal*
Chimie ParisTech, France; F. Hoffmann-La Roche AG, Basel, Switzerland
Further Information

Publication History

Publication Date:
22 September 2010 (online)

Significance

The authors describe an efficient and selective synthesis of α-alkoxy-substituted syn-β-hydroxy esters 2. The formation of two stereogenic centers could be achieved by applying a ruthenium-catalyzed transfer hydrogenation via dynamic kinetic resolution starting from racemic β-keto esters 1 with excellent diastereo- and enantioselectivities.