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: jeborgan.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)
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.
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A. Träff, K. Bogár, M. Warner, J.-E. Bäckvall, Org. Lett., 2008, 10, 4807-4810.