Enantioselective synthesis of (+)-alpha-vetivone through the Michael reaction of chiral imines

Authors
Revial, G Jabin, I Pfau, M
Citation
G. Revial et al., Enantioselective synthesis of (+)-alpha-vetivone through the Michael reaction of chiral imines, TETRAHEDR-A, 11(24), 2000, pp. 4975-4983
Citations number
86
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
24
Year of publication
2000
Pages
4975 - 4983
Database
ISI
SICI code
0957-4166(200012)11:24<4975:ESO(TT>2.0.ZU;2-Y
Abstract
(+)-alpha -Vetivone has been synthesised in nine steps. The absolute stereo chemistry of the two stereogenic centres is controlled in the same key step involving the stereoselective Michael addition of a chiral imine of 4-isop ropylidene-2-methylcyclohexanone to phenyl crotonate. (C) 2001 Elsevier Sci ence Ltd. All rights reserved.