STEREOSELECTIVE SYNTHESIS OF (-)-METASEQUOIC ACID-B

Authors
ABAD A AGULLO C ARNO M CANTIN A CUNAT AC MESEGUER B ZARAGOZA RJ
Citation
A. Abad et al., STEREOSELECTIVE SYNTHESIS OF (-)-METASEQUOIC ACID-B, Journal of the Chemical Society. Perkin transactions. I, (12), 1997, pp. 1837-1843
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
12
Year of publication
1997
Pages
1837 - 1843
Database
ISI
SICI code
0300-922X(1997):12<1837:SSO(A>2.0.ZU;2-1
Abstract
A stereoselective synthesis of the ent-labdane diterpene(-)-metasequoi c acid B (ent-2) and its corresponding methyl ester (ent-3) starting f rom (R)-(-)-carvone 6 is described. The synthesis is based on the cons truction of a phenanthrenone system 5 which is converted into the ent- labdane skeleton after selective cleavage of the C(13)-C(14) bond.