Enantioselective Synthesis of Chiral Polyfunctional Cyclopentane Derivatives: Epoxy Esters, Hydroxy Esters, and Hydroxy Amino Esters

Article abstract of DOI:10.1016/0040-4020(95)00745-T

Enantiomeric epoxides have been synthesized in efficient and diastereoselective manner through the respective cycloadditions of diazomethane to the carbonyl group of antipodal cyclopentyl ketones.These epoxy derivatives are potent synthetic building blocks which have been used as versatile precursors to several enantiopure title compounds, there being molecules with a high functional density that bear, at least, four stereogenic centers in the cyclopentane ring and a quaternary stereocenter in the side-chain.