Synfacts 2005(0): 0067-0067  
DOI: 10.1055/s-2005-869926
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Catalytic Asymmetric Addition of Ethoxyvinyl­-zinc to Aldehydes: Two-Carbon Homologation

Contributor(s): Paul Knochel, Andrei Gavryushin
S. Jeon, Y. Chen, P. Walsh*
University of Pennsylvania, USA
Further Information

Publication History

Publication Date:
20 July 2005 (online)

Significance

A novel catalytic non-aldol approach to β-hydroxyaldehydes overcomes many problems usually appearing during the synthesis of such systems: need for very low temperatures for asymmetric allylation or a difficult to perform asymmetric acetate aldol. This reaction requires only low loading of the chiral catalyst and is operationally simple to run.