CHIRAL ACETAL-INITIATED ASYMMETRIC PENTACYCLIZATION - ENANTIOSELECTIVE SYNTHESIS OF 18-ALPHA(H)-OLEANANES

Authors
FISH PV JOHNSON WS JONES GS THAM FS KULLNIG RK
Citation
Pv. Fish et al., CHIRAL ACETAL-INITIATED ASYMMETRIC PENTACYCLIZATION - ENANTIOSELECTIVE SYNTHESIS OF 18-ALPHA(H)-OLEANANES, Journal of organic chemistry, 59(21), 1994, pp. 6150-6152
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
59
Issue
21
Year of publication
1994
Pages
6150 - 6152
Database
ISI
SICI code
0022-3263(1994)59:21<6150:CAAP-E>2.0.ZU;2-2
Abstract
Fluorine-assisted asymmetric pentacyclization of (S,S)-acetal 3 gave 1 8 alpha(H)-oleanane 28b as the major product in 59% isolated yield (86 .5% de) and with retention of the fluorine atom at C13.