The regiochemistry of cyclopropylcarbinylstannane ring fission

Andrew J. Lucke, David J. Young

Research output: Contribution to journalArticlepeer-review


The reaction of 2-methylcyclopropylcarbinyltrimethylstannane 1 in chloroform with the electrophiles sulphur dioxide, trifluoroacetic acid, and iodine proceeds preferentially with ring cleavage and addition at the unsubstituted cyclopropyl methylene. Iodination and acidolysis in methanol proceeds exclusively with tin-methyl bond cleavage.

Original languageEnglish
Pages (from-to)1609-1612
Number of pages4
JournalTetrahedron Letters
Issue number10
Publication statusPublished - 7 Mar 1994
Externally publishedYes


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