FIRST DIASTEREOSELECTIVE SYNTHESIS OF (-)-THYRSIFLORIN-A METHYL-ESTER

Citation
A. Abad et al., FIRST DIASTEREOSELECTIVE SYNTHESIS OF (-)-THYRSIFLORIN-A METHYL-ESTER, Synlett, (5), 1997, pp. 574
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
09365214
Issue
5
Year of publication
1997
Database
ISI
SICI code
0936-5214(1997):5<574:FDSO(M>2.0.ZU;2-E
Abstract
The diastereoselective synthesis of the simplest member of the scopadu lan diterpenes, (-)-thyrsiflorin A methyl ester 10 from chiral (+)-pod ocarp-8(14)-en-13-one 1, of known absolute configuration, is described . A key step in our synthesis is the intramolecular cyclopropanation o f the diazoketone 5 and subsequent regioselective cleavage of the cycl opropane ring.