Reactions of cyclopropylcarbinyl halides with (trimethylstannyl) alkalis. Evidence that kinetically free intermediates need not be involved in cyclopropylcarbinyl to 3- …

MS Alnajjar, GF Smith, HG Kuivila

Index: Alnajjar, Mikhail S.; Smith, Gary F.; Kuivila, Henry G. Journal of Organic Chemistry, 1984 , vol. 49, # 7 p. 1271 - 1276

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Citation Number: 23

Abstract

Studies on the reactions of cyclopropylcarbinyl bromide and iodide with trimethylstannyl anionoids have been made with emphasis on counterion, solvent, and addend (tert- butylamine and dicyclohexylphosphine) effects. Both halides yield cyclopropylcarbinyl-and 3- butenyltrimethylstannanes as major products. Depending upon reaction parameters much or all of the latter is shown to be formed by a mechanism or mechanisms which do not ...