ASYMMETRIC DIHYDROXYLATION OF LINALOOL, NEROLIDOL AND CITRONELLYL ACETATE - ENANTIOSELECTIVE SYNTHESIS OF (3S, )-TETRAHYDRO-2,2,6-TRIMETHYL-6-VINYL-2H-PYRAN-3-OL

Authors
VIDARI G GIORI A DAPIAGGI A LANFRANCHI G
Citation
G. Vidari et al., ASYMMETRIC DIHYDROXYLATION OF LINALOOL, NEROLIDOL AND CITRONELLYL ACETATE - ENANTIOSELECTIVE SYNTHESIS OF (3S, )-TETRAHYDRO-2,2,6-TRIMETHYL-6-VINYL-2H-PYRAN-3-OL, Tetrahedron letters, 34(43), 1993, pp. 6925-6928
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
43
Year of publication
1993
Pages
6925 - 6928
Database
ISI
SICI code
0040-4039(1993)34:43<6925:ADOLNA>2.0.ZU;2-Q
Abstract
The asymmetric Sharpless' dihydroxylation of linalool, citronellyl ace tate and nerolidol was investigated. High diastereo-. enantio- and pos itional selectivity was observed for the first two terpenes. A highly diastereo- and enantioselective synthesis of (3S,6S)-tetrahydro- 2,2,6 -trimethyl - 6-vinyl-2H -pyran-3-ol is described.