A stereoselective total synthesis of the novel triquinane sesquiterpene cucumin E

Authors
Mehta, G Umarye, JD
Citation
G. Mehta et Jd. Umarye, A stereoselective total synthesis of the novel triquinane sesquiterpene cucumin E, TETRAHEDR L, 42(10), 2001, pp. 1991-1993
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
10
Year of publication
2001
Pages
1991 - 1993
Database
ISI
SICI code
0040-4039(20010304)42:10<1991:ASTSOT>2.0.ZU;2-0
Abstract
A total synthesis of cucumin E, a recently isolated triquinane natural prod uct with a new carbon framework, has been achieved. The key step is the fla sh vacuum pyrolysis (FVP)-induced cyclobutane Fragmentation in a readily av ailable pentacyclic caged dione to deliver the triquinane skeleton with fun ctionalization in all the three five-membered rings suitable for further el aboration to the natural product. (C) 2001 Published by Elsevier Science Lt d.