Enantioselective synthesis of chiral polyfunctional cyclopentane derivatives: Epoxy esters, hydroxy esters, and hydroxy amino esters

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Abstract

Enantiomeric epoxides have been synthetized 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, these 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. © 1995 Elsevier Science Ltd Printed in Great Britain. All rights reserved.
Original languageEnglish
Pages (from-to)11841-11854
JournalTetrahedron
Volume51
Issue number43
DOIs
Publication statusPublished - 23 Oct 1995

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