M. Diaz et al., ENANTIOSELECTIVE SYNTHESIS OF CHIRAL POLYFUNCTIONAL CYCLOPENTANE DERIVATIVES - EPOXY ESTERS, HYDROXY ESTERS, AND HYDROXY AMINO ESTERS, Tetrahedron, 51(43), 1995, pp. 11841-11854
Enantiomeric epoxides have been synthetized in efficient and diastereo
selective manner through the respective cycloadditions of diazomethane
to the carbonyl group of antipodal cyclopentyl ketones. These epoxy d
erivatives are potent synthetic building blocks which have been used a
s versatile precursors to several enantiopure title compounds, these b
eing molecules with a high functional density that bear, at least, fou
r stereogenic centers in the cyclopentane ring and a quaternary stereo
center in the side-chain.