Issue 12, 1980

Base treatment of benzylic selenonium salts. [2,3] Sigmatropic rearrangements vs. nucleophilic displacement

Abstract

Treatment of certain benzylic selenonium salts with a variety of bases resulted in nucleophilic attack to yield either an alkylation or a benzylation of the base, while the use of sodium amide in liquid ammonia as base generated a selenonium ylide which gave ortho substitution of the benzyl group via[2,3]sigmatropic rerrangement.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1980, 558-559

Base treatment of benzylic selenonium salts. [2,3] Sigmatropic rearrangements vs. nucleophilic displacement

P. G. Gassman, T. Miura and A. Mossman, J. Chem. Soc., Chem. Commun., 1980, 558 DOI: 10.1039/C39800000558

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