Regioselective cycloadditions of N-protonated azomethine ylides and 2-azaallyl anions generated from N-(silylmethyl) thioimidates, synthetic equivalents of nonstabilized nitrile ylides
N-PROTONATED AZOMETHINE YLIDES WITH A LEAVING GROUP AS SYNTHETIC EQUIVALENTS FOR NONSTABILIZED NITRILE YLIDES
作者:Otohiko Tsuge、Shuji Kanemasa、Koyo Matsuda
DOI:10.1246/cl.1985.1411
日期:1985.9.5
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 nitrileylides.
A new general route to N-protonated azomethine ylides from N-(silylmethyl)amidines and -thioamides. Cycloaddition of synthetic equivalents of nitrile ylides