C-Nucleosides and related compounds. XIV. The synthesis of a nitrogen analogue of showdomycin

Abstract

Starting from teloidinone 5a, 2-(2′α,3′α-dihydroxy-4′β-hydroxymethyl-N-carbomethoxypyrrolidin-1β-yl)maleimide 1b, a showdomycin analogue in which the ribofuranosyl ring oxygen is replaced by an N-carbomethoxy group, has been synthesized in 7% overall yield.