Organic Chemistry Portal

Abstracts

Search:

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)


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



Highly Efficient Route for Enantioselective Preparation of Chlorohydrins via Dynamic Kinetic Resolution

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


Key Words

alcohols, benzyl alcohols, enantioselectivity, enzyme catalysis, kinetic resolution, reaction mechanisms, ruthenium


ID: J06-Y2004-1180