Synfacts 2010(10): 1165-1165  
DOI: 10.1055/s-0030-1258694
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Catalytic Enantioselective Transfer Hydrogenation in Water

Contributor(s): Hisashi Yamamoto, Dmitry L. Usanov
O. Soltani, M. A. Ariger, H. Vázquez-Villa, E. M. Carreira*
ETH ZÜrich, Switzerland
Further Information

Publication History

Publication Date:
22 September 2010 (online)

Significance

The authors developed a catalytic method for the enantioselective reduction of α-cyano and α-nitro ketones. The protocol is noteworthy for a number of significant merits: 1) easy preparation of iridium catalysts and their stability to moisture and air; 2) the use of water as a reaction media; 3) the use of formic acid as cheap, accessible, and operationally convenient reducing agent. The advantage of the methodology with ­regard to safety is apparent in comparison to the use of molecular hydrogen. As low as 0.25-0.5 mol% of the catalyst was sufficient to furnish the products with excellent yields and enantioselectivities.