Syntheses of Enantiopure Aliphatic Secondary Alcohols and Acetates by Bioresolution with Lipase B from Candida antarctica

Autor: Richele P. Severino, Hercules V. Ferreira, André L. M. Porto, Lenilson C. Rocha
Jazyk: angličtina
Rok vydání: 2012
Předmět:
Zdroj: Molecules, Vol 17, Iss 8, Pp 8955-8967 (2012)
Druh dokumentu: article
ISSN: 1420-3049
DOI: 10.3390/molecules17088955
Popis: The lipase B from Candida antarctica (Novozym 435®, CALB) efficiently catalyzed the kinetic resolution of some aliphatic secondary alcohols: (±)-4-methylpentan-2-ol (1), (±)-5-methylhexan-2-ol (3), (±)-octan-2-ol (4), (±)-heptan-3-ol (5) and (±)-oct-1-en-3-ol (6). The lipase showed excellent enantioselectivities in the transesterifications of racemic aliphatic secondary alcohols producing the enantiopure alcohols (>99% ee) and acetates (>99% ee) with good yields. Kinetic resolution of rac-alcohols was successfully achieved with CALB lipase using simple conditions, vinyl acetate as acylating agent, and hexane as non-polar solvent.
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