A SHORT AND CONVERGENT ENANTIOSELECTIVE SYNTHESIS OF (3S)-2,3-OXIDOSQUALENE

Authors
COREY EJ NOE MC SHIEH WC
Citation
Ej. Corey et al., A SHORT AND CONVERGENT ENANTIOSELECTIVE SYNTHESIS OF (3S)-2,3-OXIDOSQUALENE, Tetrahedron letters, 34(38), 1993, pp. 5995-5998
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
38
Year of publication
1993
Pages
5995 - 5998
Database
ISI
SICI code
0040-4039(1993)34:38<5995:ASACES>2.0.ZU;2-J
Abstract
A very useful synthesis of (3S)-2,3-oxidosqualene from geraniol, farne sol and E-1-bromo-4-chloro-3-methyl-2-butene is described which makes use of enantioselective and catalytic dihydroxylation of geranyl aceta te and two E-stereospecific allylic coupling reactions mediated by E-p renylbarium reagents.