✦ LIBER ✦

Facile conversion of vicinal di-methanesulfonates to olefins with aromatic anion radicals

✍ Scribed by James C. Carnahan Jr.; W.D. Closson

Book ID: 104245149
Publisher: Elsevier Science
Year: 1972
Tongue: French
Weight: 198 KB
Volume: 13
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)94068-7

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✦ Synopsis

We wish to report that treatment of dimethanesulfonates (dimesylates) of vie diols with sodium anthracene or naphthalene in THF or dimethoxyethane (ME) affords a rapid and high yield conversion to the corresponding alkene. Generally. the best technique is to slowly add an approximately 0.3 E solution of the anion radical2 to a degassed. stirred, solution of the dimesylate until the intense color of the anion radical persists. Quenching the excess anion radical with air or water completes the reaction and the alkene mpy be isolated by usual techniques.

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