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Stereochemistry of nucleophilic attack in the solvolyses of cis- and trans-2-methylcyclobutylcarbinyl derivatives

✍ Scribed by Joseph J. Gajewski; Ronald L. Lyle; Robert P. Gajewski

Publisher: Elsevier Science
Year: 1970
Tongue: French
Weight: 223 KB
Volume: 11
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)97943-2

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✦ Synopsis

Despite the fact that cyclobutylcarbinyl arenesulfonates solvolyze 102-lo3 times faster than appropriate models indicating carbon participation in the ionization, ' the nature of the product-forming intermediate has yet to be investigated in the parent system. We wish to report on the stereochemistry of nucleophilic attack on the rearranged cation derived from the cyclobutylcarbinyl system and indicate that net retention of configuration of the migration

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