Tetrahedron letters

1, 3-Dipolar cycloreversion of a 1, 3, 4-oxadiazolidine as a controlled azomethine imine surrogate for pyrazolidine synthesis

VV Khau, MJ Martinelli

Index: Khau, Vien V.; Martinelli, Michael J. Tetrahedron Letters, 1996 , vol. 37, # 25 p. 4323 - 4326

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Citation Number: 39

Abstract

Azomethine imines were generated in a controlled manner through a thermally allowed 1, 3- dipolar cycloreversion of 1, 3, 4-oxadiazolidines and subsequently trapped with dipolarophiles. This method results in the construction of the pyrazolidine heterocycles. A new method for the selective formation of the key semicarbazide substrate, from benzylidene hydrazone, is also disclosed.