The electrophilic cleavage of cyclopropylcarbinylstannanes. Confirmation of traylor's prediction.

Andrew J. Lucke, David J. Young

Research output: Contribution to journalArticle

Abstract

The reaction of cyclopropylcarbinyltrialkylstannanes (CPCSnR3) 1a (R=Me) and 1b (R=Bu) with sulfur dioxide in chloroform or methanol yields the homoallylic tin sulphinates 2a and 2b respectively. The reaction of 1a with iodine in chloroform yields predominantly 4-iodo-1-butene (3) and trimethyltin iodide while in methanol the corresponding reaction yields CPCSnMe2I (4) and methyl iodide.

Original languageEnglish
Pages (from-to)807-810
Number of pages4
JournalTetrahedron Letters
Volume32
Issue number6
DOIs
Publication statusPublished - 4 Feb 1991
Externally publishedYes

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