Journal of the American Chemical Society

The Stereochemistry of Base-catalyzed Additions of p-Toluenethiol to Several Negatively-substituted Acetylenes. An Exception to the Rule of trans-Nucleophilic …

WE Truce, RF Heine

Index: Truce; Heine Journal of the American Chemical Society, 1957 , vol. 79, p. 5311,5313

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Citation Number: 47

Abstract

These results and the resulting theory1 suggested that nucleophilic additions to acetylenes in general will occur in a stereospecific trans manner. In fact, prior to this series of papers, there had been indications in the literature of only one stereoisomer being obtained in nucleophilic additions, eg, to the four acetylenic systems, phenylacetylene or a ring- substituted deri~ ative,~ ethyl propiolate or a/?-substituted ethyl pr~ piolate,~ diethyl ...