The Journal of Organic Chemistry

Heterocyclic deformations from molecular enlargement

JB Lambert, SM Wharry

Index: Lambert, Joseph B.; Wharry, Stephen M. Journal of Organic Chemistry, 1982 , vol. 47, # 20 p. 3890 - 3893

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Citation Number: 10

Abstract

The ease of distortion of saturated nitrogen heterocycles has been examined by progressively increasing the bulk of the substituent at nitrogen. The heterocycles included the pharmacophoric piperidine and morpholine six-membered rings, as well as the five- membered oxazolidine ring. Response to increased bulk of substitution was intended to be a crude model for distortions within the drug-receptor complex. Substitution at nitrogen ...