REGIO-SPECIFIC 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/
Dm. Hodgson et al., REGIO-SPECIFIC 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/, Journal of the Chemical Society. Perkin transactions. I, (14), 1993, pp. 1543-1544
The synthesis of s-(+/-)-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 HB
r is described.