Regio- and stereo-specific synthesis of cis-(±)-1-acetoxy-4-(acetoxymethyl)cyclopent-2-ene: a key intermediate in the synthesis of carbocyclic nucleosides and pseudo-ribofuranoses
Abstract
The synthesis of cis-(±)-1-acetoxy-4-(acetoxymethyl)cyclopent-2-ene 1 from cyclopent-3-ene-1 - carboxylic acid 2 by way of bromolactonisation, reductive ring opening and diacylation with in situ elimination of HBr is described.