The role of tosylhydrazone stereochemistry upon the regiospecificity of olefin formation

WG Dauben, GT Rivers…

Index: Dauben,W.G. et al. Journal of the American Chemical Society, 1977 , vol. 99, # 10 p. 3414 - 3420

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Citation Number: 20

Abstract

Abstract: The isomeric pulegone p-toluenesulfonylhydrazones (tosylhydrazones), 5-E and 5- Z, have been prepared and their structures have been established by x-ray crystallographic techniques. The alkyllithium mediated decomposition of these isomeric tosylhydrazones has been studied in order to evaluate the role of tosylhydrazone stereochemistry upon the regiospecificity of olefin formation. Significantly, decomposition of the isomeric ...