N-PROTONATED AZOMETHINE YLIDES WITH A LEAVING GROUP AS SYNTHETIC EQUIVALENTS FOR NONSTABILIZED NITRILE YLIDES
- 5 September 1985
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 14 (9) , 1411-1414
- https://doi.org/10.1246/cl.1985.1411
Abstract
Through alkylation or silylation and then desilylation steps, N-(silylmethyl)amidines generate N-protonated azomethine ylides which cycloadd to olefins, acetylenes, and aldehydes giving 1- or 2-pyrrolines, pyrroles, and 2-oxazolines, respectively, after the elimination of N-substituted anilines. With this sequence, the amidines are useful synthetic equivalents of nonstabilized nitrile ylides.This publication has 11 references indexed in Scilit:
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