Synfacts 2005(1): 0133-0133  
DOI: 10.1055/s-2005-872196
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Dual Ru(II)/Lipase-Catalyzed Dynamic Kinetic Resolution of Secondary Alcohols

Contributor(s): Mark Lautens, Andrew Martins
B. Martin-Matute, M. Edin, K. Bogár, F. B. Kaynak, J.-E. Bäckvall*
Stockholm University, Sweden
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21. September 2005 (online)


Combining lipase-catalyzed enzymatic resolution of alcohols with Ru(II)-catalyzed racemization, this paper demonstrates an efficient route towards a variety of secondary alcohols with excellent ee. The resolution is rather insensitive to electronic factors, and in some cases, efficiently resolves secondary alcohols where both side chains are aliphatic. The products of the reaction are secondary acetates.