RHIZOXIN SYNTHETIC STUDIES .1. SYNTHESIS OF THE RIGHT-HAND [C(1) TO C(9)] PORTION VIA A PINWHEEL APPROACH

Authors
LAFONTAINE JA LEAHY JW
Citation
Ja. Lafontaine et Jw. Leahy, RHIZOXIN SYNTHETIC STUDIES .1. SYNTHESIS OF THE RIGHT-HAND [C(1) TO C(9)] PORTION VIA A PINWHEEL APPROACH, Tetrahedron letters, 36(34), 1995, pp. 6029-6032
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
34
Year of publication
1995
Pages
6029 - 6032
Database
ISI
SICI code
0040-4039(1995)36:34<6029:RSS.SO>2.0.ZU;2-B
Abstract
A concise synthetic approach to the C(1) C(9) fragment of the antitumo r macrolide rhizoxin via a three-fold pseudosymmetric intermediate is described. The preparation (from readily available gamma-butyrolactone ) includes both an asymmetric allylation and an asymmetric aldol addit ion. The pseudosymmetry proved useful in the realization of the target (4).