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
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.