UNEXPECTED REARRANGEMENT DURING BIOMIMETIC ENTRY TOWARD A TAXANE SKELETON

Authors
NISHIZAWA M IMAGAWA H HYODO I TAKEJI M MORIKUNI E ASOH K YAMADA H
Citation
M. Nishizawa et al., UNEXPECTED REARRANGEMENT DURING BIOMIMETIC ENTRY TOWARD A TAXANE SKELETON, Tetrahedron letters, 39(5-6), 1998, pp. 389-392
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
5-6
Year of publication
1998
Pages
389 - 392
Database
ISI
SICI code
0040-4039(1998)39:5-6<389:URDBET>2.0.ZU;2-K
Abstract
Bicyclol9.3.1]pentadecatriene derivative 4 which corresponds to a prec ursor of taxol in a biomimetic entry was constructed by means of TiCl4 -Zn promoted McMurry cyclization and Mitsunobu inversion. Treatment of 4 with mercuric triflate afforded an unexpected rearrangement-transan nular cyclization product 5. (C) 1997 Elsevier Science Ltd. All rights reserved.