Synthesis of the carbocyclic analogue of (+/-)-Rocaglamide.

Authors
Bruce, I Cooke, NG Diorazio, LJ Hall, RG Irving, E
Citation
I. Bruce et al., Synthesis of the carbocyclic analogue of (+/-)-Rocaglamide., TETRAHEDR L, 40(22), 1999, pp. 4279-4282
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
22
Year of publication
1999
Pages
4279 - 4282
Database
ISI
SICI code
0040-4039(19990528)40:22<4279:SOTCAO>2.0.ZU;2-K
Abstract
The carbocyclic analogue of (+/-)-Rocaglamide 1, in which the ring oxygen o f the 2,3-dihydrobenzofuran has been replaced by a methylene group, was syn thesised in 10 steps from cyclopentanone. A key feature of this route is a highly efficient intramolecular condensation reaction which cleanly leads t o the tricyclic skeleton. (C) 1999 Elsevier Science Ltd. All rights reserve d.