Canadian Journal of Chemistry

Steric and Electronic Factors in 1, 3-Dipolar Cycloadditions. The Stereochemical Course of the Addition of Dimethyl Aryl-and Alkyldiazomethylphosphonates to …

H Cohen, C Benezra

Index: Cohen,H.; Benezra,C. Canadian Journal of Chemistry, 1974 , vol. 52, p. 66 - 79

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Citation Number: 9

Abstract

The addition of 14 dimethyl aryl-and alkyldiazomethylphosphonates, RC (N2) P (O)(OCH3) 2, to norbornadiene has been studied and the stereochemistry of the resulting exo-Δ1- pyrazolines determined by nmr The anti/syn ratio of the cycloadducts is discussed in terms of steric and electronic factors. For alkyldiazomethylphosphonates steric factors are the dominant ones, while with aryldiazomethylphos-phonates electronic factors seem to be of ...