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Enantioselective Synthesis of 3‐Methylcarbapentofuranose Derivatives, Based on a Chemoenzymatic Procedure
Author(s) -
Audran Gérard,
Acherar Samir,
Monti Honoré
Publication year - 2003
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200301)2003:1<92::aid-ejoc92>3.0.co;2-v
Subject(s) - enantioselective synthesis , stereocenter , chemistry , moiety , stereoselectivity , cyclopentene , stereochemistry , organic chemistry , catalysis
The enantioselective synthesis of 3‐methylcarbapentofuranose derivatives through the use of a racemic substituted cyclopentenylcarboxylate as the carbon building block and a number of stereoselective transformations is described. All of the stereogenic centres of these derivatives are directed by the two stereogenic centres created early in the key cyclopentene moiety by a lipase‐catalysed enantioselective acetylation. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)