SYNTHETIC STUDIES DIRECTED TOWARD THE LIPOSIDOMYCINS - PREPARATION AND REACTIONS OF SERINE-DERIVED EPOXIDES

Citation
Wj. Moore et Fa. Luzzio, SYNTHETIC STUDIES DIRECTED TOWARD THE LIPOSIDOMYCINS - PREPARATION AND REACTIONS OF SERINE-DERIVED EPOXIDES, Tetrahedron letters, 36(37), 1995, pp. 6599-6602
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
36
Issue
37
Year of publication
1995
Pages
6599 - 6602
Database
ISI
SICI code
0040-4039(1995)36:37<6599:SSDTTL>2.0.ZU;2-J
Abstract
The preparation of an oxiranyl serine derivative which will he incorpo rated into the diazepanone fragment of the liposidomycin B core subuni t is described. Reactions of the epoxide with nitrogen nucleophiles af forded the 1,2-(O,N-protected)-4-N-functionalized-3-butanols in modest to good yields. A Mosher ester analysis of the alcohol resulting from azide promoted oxirane ring opening is also discussed.