PREPARATION AND DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF OPTICALLY-ACTIVE 9-HYDROXY-7-OXABICYCLO[4.3.0]NON-4-EN-8-ONES

Authors
HIBBS DE HURSTHOUSE MB KNUTSEN LJS MALIK KMA OLIVO HF ROBERTS SM VARLEY DR XIONG H
Citation
De. Hibbs et al., PREPARATION AND DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF OPTICALLY-ACTIVE 9-HYDROXY-7-OXABICYCLO[4.3.0]NON-4-EN-8-ONES, Acta chemica Scandinavica, 49(2), 1995, pp. 122-127
Citations number
11
Categorie Soggetti
Chemistry,Biology
Journal title
Acta chemica Scandinavica → ACNP
ISSN journal
0904213X
Volume
49
Issue
2
Year of publication
1995
Pages
122 - 127
Database
ISI
SICI code
0904-213X(1995)49:2<122:PADOTA>2.0.ZU;2-R
Abstract
Both enantiomers of endo-9-hydroxy-7-oxabicyclo[4.3.0]non-4-en-8-one ( +)-(3) and(-)-(3) as well as 1R,6R,9R)-9-hydroxy-7-oxabicyclo[4.3.0]no n-4-en-8- one (+)-(4) have been obtained in states of high optical pur ity by kinetic resolutions involving enzyme-catalysed hydrolyses. Abso lute configurations were assigned by chemical interconversions and by X-ray crystallography on Mosher's ester(+)-(7).