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The electrophilic cleavage of cyclopropylcarbinylstannanes. Confirmation of traylor's prediction
Journal article   Peer reviewed

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

Andrew J Lucke and David James Young
Tetrahedron Letters, Vol.32(6), pp.807-810
1991
url
https://doi.org/10.1016/S0040-4039(00)74893-3View
Published Version

Abstract

alkene
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. © 1991.

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