Stereospecific reactions of nucleophilic agents with acetylenes and vinyl-type halides. IV. The stereochemistry of nucleophilic additions of thiols to acetylenic …
WE Truce, JA Simms
Index: Truce; Simms Journal of the American Chemical Society, 1956 , vol. 78, p. 2756,2758
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Citation Number: 154
Abstract
The base-catalyzed addition of p-toluenethiol to phenylacetylene and to 2-butyne yields cis- L-styryl p-tolyl sulfide and 2-P-tolylmercapto-trans-2-butene, respectively. Phenylacetylene and methanethiol yield methyl cis-a-styryl sulfide. P-Toluenethiol reacts with 1-hexyne to produce a mixture of 2-p-tolylmercapto-1-hexene and 1-p-tolylmercapto-I-hexene.
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