First total synthesis and absolute configuration of (-)-13-hydroxy-11,12-epoxy-neocembrene

Authors
Zhang, T Liu, ZS Li, YL
Citation
T. Zhang et al., First total synthesis and absolute configuration of (-)-13-hydroxy-11,12-epoxy-neocembrene, SYNTHESIS-S, (3), 2001, pp. 393-398
Citations number
25
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
3
Year of publication
2001
Pages
393 - 398
Database
ISI
SICI code
0039-7881(200103):3<393:FTSAAC>2.0.ZU;2-L
Abstract
The first cnantioselective total synthesis of (-)-13-hydroxy-11,12- pl,epox y-neocembrene (1), a naturally occurring cembranoid isolated from sort cora l Sarcophyton trocheliophorum. was achieved via a general approach by emplo ying intramolecular McMurry coupling as a key step from (S)-(+)-carvone. Th e absolute configuration of the epoxide function of 1 is concluded as (11S, 12S).