Baker's yeast mediated enantioselective synthesis of the bisabolane sesquiterpenes curcumene, turmerone, dehydrocurcumene and nuciferal

Authors
Fuganti, C Serra, S Dulio, A
Citation
C. Fuganti et al., Baker's yeast mediated enantioselective synthesis of the bisabolane sesquiterpenes curcumene, turmerone, dehydrocurcumene and nuciferal, J CHEM S P1, (3), 1999, pp. 279-282
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300922X → ACNP
Issue
3
Year of publication
1999
Pages
279 - 282
Database
ISI
SICI code
0300-922X(19990207):3<279:BYMESO>2.0.ZU;2-T
Abstract
Fermenting baker's yeast converts the allylic alcohol 6 into enantiomerical ly pure (S)-(+)-3-(p-tolyl)butan-1-ol 7 which is a useful chiral building b lock for the synthesis of bisabolane sesquiterpenes. The versatility of thi s approach is shown in the preparation of (S)-(+)-curcumene, (S)-(+)-turmer one, (S)-(+)-dehydrocurcumene and (E,S)-(+)-nuciferal.