ABSOLUTE STEREOCHEMISTRY OF (-)-CAMOENSINE AND (-)-CAMOENSIDINE IN MAACKIA SPECIES

Authors
KUBO H OHMIYA S MURAKOSHI I
Citation
H. Kubo et al., ABSOLUTE STEREOCHEMISTRY OF (-)-CAMOENSINE AND (-)-CAMOENSIDINE IN MAACKIA SPECIES, Canadian journal of chemistry, 72(1), 1994, pp. 214-217
Citations number
18
Categorie Soggetti
Chemistry
Journal title
Canadian journal of chemistry → ACNP
ISSN journal
00084042
Volume
72
Issue
1
Year of publication
1994
Pages
214 - 217
Database
ISI
SICI code
0008-4042(1994)72:1<214:ASO(A(>2.0.ZU;2-X
Abstract
It was demonstrated that the attack of Grignard reagents such as methy l-, allyl-, and 3,3-dimethoxypropyl magnesium bromides on 11,12-dehydr ocytisine occurs on the alpha-face, to give the corresponding 11 alpha -alkylcytisine. (-)-Camoensine and (-)-camoensidine were synthesized f rom (-)-cytisine via the Grignard reaction. The absolute stereochemist ry of the above alkaloids was confirmed to be 7R, 9R, 11R and 6S, 7R, 9R, 11R, respectively.