Lipase-catalyzed selective benzoylation of 1,2-diols with vinyl benzoate in organic solvents

Lipases from Mucor miehei (MML) and Candida antarctica (CAL) are able to catalyze the benzoylation of the primary hydroxy group of 1.2-diols with vinyl benzoate in organic solvents. We have studied the MML-catalyzed benzoylation that proceeds with high regioselectivity and moderate enantioselectivit...

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Bibliographic Details
Published in:Tetrahedron: Asymmetry
Main Authors: P. Ciuffreda, L. Alessandrini, G. Terraneo, E. Santaniello
Format: Article in Journal/Newspaper
Language:English
Published: Elsevier 2003
Subjects:
KINETIC RESOLUTION
ACYL TRANSFER
ESTERS
TRANSESTERIFICATION
ALCOHOLS
CONVENIENT
REAGENTS
ENZYMES
Settore BIO/10 - Biochimica
Antarc*
Antarctica
Online Access:http://hdl.handle.net/2434/22384
https://doi.org/10.1016/j.tetasy.2003.07.003
Description
Summary:Lipases from Mucor miehei (MML) and Candida antarctica (CAL) are able to catalyze the benzoylation of the primary hydroxy group of 1.2-diols with vinyl benzoate in organic solvents. We have studied the MML-catalyzed benzoylation that proceeds with high regioselectivity and moderate enantioselectivity, whereas in the dibenzoylation reaction activity of MML and stereoselectivity of the enzymatic process is strongly influenced by steric factors.

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