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Original Articles

REGIOCHEMICAL STEERING AND ASSIGNMENT IN CYCLOADDITIONS OF NITRONES TO DIPHENYLVINYLPHOSPHINE OXIDE

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Pages 135-138 | Received 07 Jul 1988, Published online: 23 Oct 2006
 

Abstract

In 1,3-dipolar cycloaddition of C,N-diphenylnitrone to diphenylvinylphosphine oxide (and also to diphenylvinylphosphine sulphide) the 4-substituted phosphinyl isoxazolidine is formed predominantly but in case of a cyclic nitrone the 5-substituted regioisomer prevails. Regiochemical distinctions between the isomeric phosphinyl isoxazolidines are best executed by means of 13C NMR spectroscopy.

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