Synthesis of enantiomerically pure (R)-and (S)-1-benzoyloxypropane-2,3-diol and revision of the stereochemical outcome of the Candida antarctica lipase-catalyzed benzoylation of glycerol

Enantiomerically pure (R)- and (S)-1-benzoyloxypropane-2,3-diol have been prepared from (S)-(+)-2,2-dimethyl-1,3-dioxolane-4-methanol and used as reference compounds to correct the reported stereochemical outcome of the Candida antarctica lipase (CAL)-catalyzed benzoylation of glycerol.

Bibliographic Details
Published in:Tetrahedron: Asymmetry
Main Authors: CASATI, SILVANA, P. Ciuffreda, E. Santaniello
Other Authors: S. Casati
Format: Article in Journal/Newspaper
Language:English
Published: Pergamon 2011
Subjects:
monobenzoyl glycerol
asymmetric transesterification
reduction
Settore BIO/10 - Biochimica
Antarc*
Antarctica
Online Access:http://hdl.handle.net/2434/165093
https://doi.org/10.1016/j.tetasy.2011.04.003
Description
Summary:Enantiomerically pure (R)- and (S)-1-benzoyloxypropane-2,3-diol have been prepared from (S)-(+)-2,2-dimethyl-1,3-dioxolane-4-methanol and used as reference compounds to correct the reported stereochemical outcome of the Candida antarctica lipase (CAL)-catalyzed benzoylation of glycerol.

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