Alternative Syntheses of Azepinomycin

Abstract
Three alternative syntheses of the antibiotic azepinomycin (XI) have now become feasible through a route starting from the monocycles Va-c and proceeding through the intermediates VIa-c, VIIa-c, VIIIa-c, IXa-c, and XIIa,b and 3-.beta.-D-ribofuranosylazephinomycin (XIIIc). The permutation IXa .fwdarw. Xa .fwdarw. XI was also found to be feasible. The starting materials Va-c were readily prepared from IIa-c through IIIa-c and IVa-c.
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