STUDIES DIRECTED TOWARD THE SYNTHESIS OF ULAPUALIDE-A - PHOSPHORUS-BASED OLEFINATION AS MODEL STUDIES FOR (SCHLOSSER-LIKE) FRAGMENT COUPLING

Authors
CELATKA CA LIU P PANEK JS
Citation
Ca. Celatka et al., STUDIES DIRECTED TOWARD THE SYNTHESIS OF ULAPUALIDE-A - PHOSPHORUS-BASED OLEFINATION AS MODEL STUDIES FOR (SCHLOSSER-LIKE) FRAGMENT COUPLING, Tetrahedron letters, 38(31), 1997, pp. 5449-5452
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
31
Year of publication
1997
Pages
5449 - 5452
Database
ISI
SICI code
0040-4039(1997)38:31<5449:SDTTSO>2.0.ZU;2-W
Abstract
Preliminary studies aimed at developing reaction conditions for the fr agment coupling between the C-26-C-42 fragment and the tris-oxazole fr agment of ulapualide A are described. Our approach utilizes Schlosser- Wittig olefination conditions for the construction of a trans-double b ond. In this study, seven different tri-alkyl and tri-aryl phosphines were evaluated in an attempt to determine the extent of trans / cis se lectivity for the prospective construction of the trans-C-25-C-26 doub le bond of ulapualide A. (C) 1997 Elsevier Science Ltd.