Highly Compatible Metal and Enzyme Catalysts for Efficient Dynamic Kinetic Resolution of Alcohols at Ambient Temperature
Belén Martín-Matute, Michaela Edin, Krisztián Bogár, Jan-E. Bäckvall*
*Department of Organic Chemistry, The Arrhenius Laboratory, Stockholm
University, 10691 Stockholm, Sweden, Email: jeb
organ.su.se
B. Martin-Matute, M. Edin, Krisztian Bogar, J.-E. Baeckvall, Angew. Chem. Int. Ed., 2004, 43, 6535-6539.
DOI: 10.1002/anie.200461416 (free Supporting Information)
Abstract
A highly efficient dynamic kinetic resolution (DKR) of secondary alcohols at room temperature was developed. In situ racemization of substrates using a Ru catalyst and lipase-catalyzed acylation provides enantiopure products in high yields in very short reaction times. The use of isopropenyl acetate as the acyl donor makes the purification of the products very easy.
see article for more examples
A. Träff, K. Bogár, M. Warner, J.-E. Bäckvall, Org. Lett., 2008, 10, 4807-4810.
Key Words
alcohols, enantioselectivity, enzyme catalysis, kinetic resolution, reaction mechanisms, ruthenium
ID: J06-Y2004-1180
