Synthesis of isodrimenin from drim-8-en-7-one

Citation
Pf. Vlad et al., Synthesis of isodrimenin from drim-8-en-7-one, RUSS CHEM B, 49(3), 2000, pp. 546-548
Citations number
8
Categorie Soggetti
Chemistry
Journal title
RUSSIAN CHEMICAL BULLETIN
ISSN journal
10665285 → ACNP
Volume
49
Issue
3
Year of publication
2000
Pages
546 - 548
Database
ISI
SICI code
1066-5285(200003)49:3<546:SOIFD>2.0.ZU;2-V
Abstract
A naturally occurring drimanic sesquiterpenic lactone, isodrimenin, was syn thesized from drim-8-en-7-one (1). Compound 1 was converted to the known 11 ,12-dihydroxydrim-8-en-7-one, which was oxidized with PCC to give 7-oxoisod rimenin, The thioketal of the latter compound was reduced with nickel borid e or Raney nickel to give the target isodrimenin.