Cope rearrangement of Delta(3,8)-taxane tricarbocycles: Remarkable solventeffect on product distribution.

Authors
Kusama, H Morihira, K Nishimori, T Nakamura, T Kuwajima, I
Citation
H. Kusama et al., Cope rearrangement of Delta(3,8)-taxane tricarbocycles: Remarkable solventeffect on product distribution., TETRAHEDR L, 40(22), 1999, pp. 4235-4238
Citations number
15
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
4235 - 4238
Database
ISI
SICI code
0040-4039(19990528)40:22<4235:CRODTR>2.0.ZU;2-H
Abstract
Cope rearrangement of the taxane-like tricyclic compounds having a 1,5-dien e moiety readily takes place to give novel spirocyclic compounds, This tran sformation is found to be reversible and the product distribution is greatl y dependent on the solvent polarity: the reactions in chloroform afford the taxane-like tricarbocycles, while those in methanol give the spirocyclic c ompounds exclusively. (C) 1999 Elsevier Science Ltd. All rights reserved.