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:
Online Access:http://hdl.handle.net/2434/165093
https://doi.org/10.1016/j.tetasy.2011.04.003
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author CASATI, SILVANA
P. Ciuffreda
E. Santaniello
author2 S. Casati
P. Ciuffreda
E. Santaniello
author_facet CASATI, SILVANA
P. Ciuffreda
E. Santaniello
author_sort CASATI, SILVANA
collection The University of Milan: Archivio Istituzionale della Ricerca (AIR)
container_issue 6
container_start_page 658
container_title Tetrahedron: Asymmetry
container_volume 22
description 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.
format Article in Journal/Newspaper
genre Antarc*
Antarctica
genre_facet Antarc*
Antarctica
id ftunivmilanoair:oai:air.unimi.it:2434/165093
institution Open Polar
language English
op_collection_id ftunivmilanoair
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op_doi https://doi.org/10.1016/j.tetasy.2011.04.003
op_relation info:eu-repo/semantics/altIdentifier/wos/WOS:000291516900007
volume:22
issue:6
firstpage:658
lastpage:661
numberofpages:4
journal:TETRAHEDRON-ASYMMETRY
http://hdl.handle.net/2434/165093
doi:10.1016/j.tetasy.2011.04.003
info:eu-repo/semantics/altIdentifier/scopus/2-s2.0-79956341065
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spelling ftunivmilanoair:oai:air.unimi.it:2434/165093 2025-01-16T19:04:55+00:00 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 CASATI, SILVANA P. Ciuffreda E. Santaniello S. Casati P. Ciuffreda E. Santaniello 2011-03-30 http://hdl.handle.net/2434/165093 https://doi.org/10.1016/j.tetasy.2011.04.003 eng eng Pergamon info:eu-repo/semantics/altIdentifier/wos/WOS:000291516900007 volume:22 issue:6 firstpage:658 lastpage:661 numberofpages:4 journal:TETRAHEDRON-ASYMMETRY http://hdl.handle.net/2434/165093 doi:10.1016/j.tetasy.2011.04.003 info:eu-repo/semantics/altIdentifier/scopus/2-s2.0-79956341065 monobenzoyl glycerol asymmetric transesterification reduction Settore BIO/10 - Biochimica info:eu-repo/semantics/article 2011 ftunivmilanoair https://doi.org/10.1016/j.tetasy.2011.04.003 2024-01-23T23:22:03Z 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. Article in Journal/Newspaper Antarc* Antarctica The University of Milan: Archivio Istituzionale della Ricerca (AIR) Tetrahedron: Asymmetry 22 6 658 661
spellingShingle monobenzoyl glycerol
asymmetric transesterification
reduction
Settore BIO/10 - Biochimica
CASATI, SILVANA
P. Ciuffreda
E. Santaniello
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
title 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_short 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
title_sort 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
topic monobenzoyl glycerol
asymmetric transesterification
reduction
Settore BIO/10 - Biochimica
topic_facet monobenzoyl glycerol
asymmetric transesterification
reduction
Settore BIO/10 - Biochimica
url http://hdl.handle.net/2434/165093
https://doi.org/10.1016/j.tetasy.2011.04.003