A CONCISE STEREOSELECTIVE SYNTHESIS OF THE C-AROMATIC TAXANE SKELETON- AN APPLICATION OF NOVEL SEQUENTIAL TRANSACETALATION OXONIUM ENE CYCLIZATION

Authors
SONAWANE HR MAJI DK JANA GH PANDEY G
Citation
Hr. Sonawane et al., A CONCISE STEREOSELECTIVE SYNTHESIS OF THE C-AROMATIC TAXANE SKELETON- AN APPLICATION OF NOVEL SEQUENTIAL TRANSACETALATION OXONIUM ENE CYCLIZATION, Chemical communications, (16), 1998, pp. 1773-1774
Citations number
16
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
16
Year of publication
1998
Pages
1773 - 1774
Database
ISI
SICI code
1359-7345(1998):16<1773:ACSSOT>2.0.ZU;2-4
Abstract
A three-step sequence for the construction of the C-aromatic taxane nu cleus from easily available A-ring unit 2 and C-aromatic unit 3 is rep orted; SnCl4 promoted reaction of 4, presumably via the diastereoselec tive oxonium ene cyclisation reaction of 6a formed in situ, delivers c yclic ether 5a which on treatment with (BuLi)-Li-n provides C-aromatic taxane skeleton 8.