LIPASE-CATALYZED FORMATION OF LACTONES VIA IRREVERSIBLE INTRAMOLECULAR ACYLTRANSFER

Authors
LOBELL M SCHNEIDER MP
Citation
M. Lobell et Mp. Schneider, LIPASE-CATALYZED FORMATION OF LACTONES VIA IRREVERSIBLE INTRAMOLECULAR ACYLTRANSFER, Tetrahedron : asymmetry, 4(5), 1993, pp. 1027-1030
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
4
Issue
5
Year of publication
1993
Pages
1027 - 1030
Database
ISI
SICI code
0957-4166(1993)4:5<1027:LFOLVI>2.0.ZU;2-E
Abstract
The lipase catalyzed formation of lactones is greatly facilitated, if the conditions of irreversible acyltransfer are employed. While only i nsignificant amounts of lactones are obtained from hydroxy carboxylic acids (+/-)-1a-f or their methyl esters (+/-)-2a-f, considerable yield s can be obtained, if the corresponding vinyl esters (+/-)-3a-f are us ed as substrates. Due to the enantioselectivities, displayed by the li pase from Pseudomonas sp., optically active products are formed.