On the diastereoselectivity of the 1,2-reduction of 2-alkyl-4-hydroxycyclopentenones with sodium borohydride in the presence of cerium (III): Synthesis of prostaglandin precursors

M. Teresa Barros, Cristina M. Alves, A. G. Santos, Lício S. Godinho, Christopher D. Maycock

Research output: Contribution to journalArticle

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Abstract

During studies related to the elaboration of prostaglandin precursors we have reduced the ketonic carbonyl group of a number of optically active 2-substituted-4-hydroxy-2-cyclopentenone esters and ethers using sodium borohydride and cerium trichloride under various conditions. High diastereoselectivity is achieved only with some 4-substituents.

Original languageEnglish
Pages (from-to)2321-2324
Number of pages4
JournalTetrahedron Letters
Volume36
Issue number13
DOIs
Publication statusPublished - 27 Mar 1995

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