RHIZOXIN SYNTHETIC STUDIES .2. SYNTHESIS OF THE LEFT HAND [C(10) TO C(19)] AND POLYENE FRAGMENTS

Authors
PROVENCAL DP GARDELLI C LAFONTAINE JA LEAHY JW
Citation
Dp. Provencal et al., RHIZOXIN SYNTHETIC STUDIES .2. SYNTHESIS OF THE LEFT HAND [C(10) TO C(19)] AND POLYENE FRAGMENTS, Tetrahedron letters, 36(34), 1995, pp. 6033-6036
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
34
Year of publication
1995
Pages
6033 - 6036
Database
ISI
SICI code
0040-4039(1995)36:34<6033:RSS.SO>2.0.ZU;2-E
Abstract
The syntheses of the central core and the polyene fragments of the ant itumor macrolide rhizoxin have been achieved in an efficient manner. T he core has been prepared in enantiopure form via an asymmetric allyla tion/aldol protocol. The selective oxidation of dienes was studied and realized in fair yield to generate the requisite aldol precursor. The oxazole polyene fragment was generated in six steps from serine.