Highly Compatible Metal and Enzyme Catalysts for Efficient Dynamic Kinetic Resolution of Alcohols at Ambient Temperature

• Published in: Angewandte Chemie (International ed.) Vol. 43; no. 47; pp. 6535 - 6539
• Main Authors: Martín-Matute, Belén, Edin, Michaela, Bogár, Krisztián, Bäckvall, Jan-E.
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 03.12.2004; WILEY‐VCH Verlag; Wiley
• Subjects: Alcohols - chemistry; Alcohols - metabolism; Catalysis; Chemistry; Chemistry, Multidisciplinary; enantioselectivity; enzyme catalysis; kinetic resolution; Kinetics; Lipase - metabolism; Metals - chemistry; Molecular Structure; Physical Sciences; reaction mechanisms; ruthenium; Science & Technology; Temperature; enantioselectivity; ROUTE; ENOL ACETATES; BETA-HYDROXY NITRILES; COMPLEXES; reaction mechanisms; ESTERIFICATION; enzyme catalysis; ALDEHYDES; ASYMMETRIC TRANSFORMATIONS; SECONDARY ALCOHOLS; ruthenium; kinetic resolution; RACEMIZATION
• ISSN: 1433-7851; 1521-3773; 1521-3773
• DOI: 10.1002/anie.200461416

The combination of highly compatible metal and enzyme catalysts allows the fastest dynamic kinetic resolution of alcohols ever reported. The use of ruthenium catalyst 1 a (or 1 b) and an immobilized lipase results in a highly efficient enantioselective synthesis of acetates in excellent yields at room temperature (see scheme).