HMPA-Mediated conjugate addition of alkyl- and phenylthioallyl anions to cyclopentenone

Malcolm R. Binns, Richard K. Haynes, Timothy L. Houston, W. Roy Jackson

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47 Citations (Scopus)

Abstract

One equivalent of HMPA induces 1,4-addition of the title anions predominantly through the α-position to cyclopentenone in THF at -78°. In THF alone irreversible addition takes place to give mixtures comprising largely α and γ-1,2 products.

Original languageEnglish
Pages (from-to)573-576
Number of pages4
JournalTetrahedron Letters
Volume21
Issue number6
DOIs
Publication statusPublished - 1 Jan 1980

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