Preparation of zinc-homoenolate from alpha-sulfonyloxy ketone and bis(iodozincio)methane

Treatment of alpha-sulfonyloxy ketone with bis(iodozincio)-methane gives a zinc cyclopropoxide which is formed via a nucleophilic addition of the reagent to carbonyl group followed by an intramolecular substitution reaction.

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Bibliographic Details
Published inChemistry letters Vol. 36; no. 1; pp. 164 - 165
Main Authors Nomura, Kenichi, Matsubara, Seijiro
Format Journal Article
LanguageEnglish
Published TOKYO Chemical Soc Japan 2007
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ORGANIC-SYNTHESIS
ENOL ETHERS
2+1 CYCLOADDITION REACTION
1-SUBSTITUTED CYCLOPROPANOLS
ESTERS
COMPLEXES
CARBONYL-COMPOUNDS
EPICHLOROHYDRIN
GRIGNARD-REAGENT
DERIVATIVES
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Summary:Treatment of alpha-sulfonyloxy ketone with bis(iodozincio)-methane gives a zinc cyclopropoxide which is formed via a nucleophilic addition of the reagent to carbonyl group followed by an intramolecular substitution reaction.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2007.164