Enantioselective acylation of 2-hydroxymethyl-2,3-dihydrobenzofurans catalysed by lipase from Pseudomonas cepacia (Amano PS) and total stereoselective synthesis of (-)-(R)-MEM-protected arthrographol

Authors
Ramadas, S Krupadanam, GLD
Citation
S. Ramadas et Gld. Krupadanam, Enantioselective acylation of 2-hydroxymethyl-2,3-dihydrobenzofurans catalysed by lipase from Pseudomonas cepacia (Amano PS) and total stereoselective synthesis of (-)-(R)-MEM-protected arthrographol, TETRAHEDR-A, 11(16), 2000, pp. 3375-3393
Citations number
30
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
16
Year of publication
2000
Pages
3375 - 3393
Database
ISI
SICI code
0957-4166(20000825)11:16<3375:EAO2C>2.0.ZU;2-Q
Abstract
Lipase Amano PS catalysed acylation of (+/-)-2-hydroxymethyl-2,3-dihydroben zofurans using vinyl acetate as the acyl donor in n-hexane gave (-)-(R)-2-a cetoxymethyl-2,3-dihydrobenzo and (+)-(S)-2-hydroxymethyl-2,3-dihydrobenzof urans in high enantiomeric excess. (-)-(R)-Acetate 18j is converted to (-)- (R)-MEM-protected arthrographol 22. (C) 2000 Published by Elsevier Science Ltd.