AN EXPEDITIOUS ROUTE TO THE SYNTHESIS OF HIGHLY FUNCTIONALIZED CHIRALOXEPINES FROM MONOSACCHARIDES

Authors
OVAA H LEEUWENBURGH MA OVERKLEEFT HS VANDERMAREL GA VANBOOM JH
Citation
H. Ovaa et al., AN EXPEDITIOUS ROUTE TO THE SYNTHESIS OF HIGHLY FUNCTIONALIZED CHIRALOXEPINES FROM MONOSACCHARIDES, Tetrahedron letters, 39(19), 1998, pp. 3025-3028
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
19
Year of publication
1998
Pages
3025 - 3028
Database
ISI
SICI code
0040-4039(1998)39:19<3025:AERTTS>2.0.ZU;2-U
Abstract
The transformation of partially protected aldofuranoses into dienes by Wittig olefination of the anomeric center followed by either allylati on or oxopalladation of alkoxy-1,2-propadienes is described. Ring-clos ing metathesis of the linear dienes gives rise to a variety of highly functionalized and chiral ring-expanded oxepines. (C) 1998 Elsevier Sc ience Ltd. All rights reserved.