Tetrahedron

Structure and reactivity of highly substituted cyclobutyl tosylates

LJ Dolby, CL Wilkins

Index: Dolby,L.J.; Wilkins,C.L. Tetrahedron, 1969 , vol. 25, p. 2381 - 2391

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Citation Number: 2

Abstract

The solvolyses, in 80% aqueous ethanol, of cis-and trans-3-hydroxy-2, 2-4, 4- tetramethylcyclobutyl tosylates and of cis-and trans-3-hydroxy-2, 2, 3, 4, 4- pentamethylcyclobutyl tosylates have been studied. The observed rate differences are explained in terms of steric effects on the transition states for the reactions.