Enantioselective synthesis of 3-methylcarbapentofuranose derivaties, based on a chemoenzymatic procedure

Article abstract of DOI:10.1002/1099-0690(200301)2003:1<92::AID-EJOC92>3.0.CO;2-V

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.