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■ The Regioselectivity of the Cycloadditions of Ketenes with N-Alkyl- and N-Arylnitrones

Magid A. Abou-Gharbia, Madeline M. Joullie,* and Iwao Miura

*Department of Chemistry, University of Pennsylvania, 231 South 34th Street Philadelphia, PA 19104-6323, U.S.A.

Abstract

Cyclopentamethyleneketene, tert-butylcarbethoxyketene, and tert-butylcyanoketene react with N-arylnitrones to form oxazolidinones while tert-butylcyanoketene reacts with N-methyl- and N-ethylnitrones to afford isoxazolidinones.