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Preparative methods for (Z)-2-methoxy-1-phenylthio-1,3-butadienes. Rearrangement during copper(I)-induced elimination of thiophenol from some γ,δ-unsaturated thioacetals

✍ Scribed by Theodore Cohen; Zenyk Kosarych


Publisher
Elsevier Science
Year
1980
Tongue
French
Weight
210 KB
Volume
21
Category
Article
ISSN
0040-4039

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✦ Synopsis


Z)-2-Methoxy-l-phenylthio-l.,3-butadienes which are substituted with an alkyl group at the 4-position are not preparable by copper(I)-induced elimination of thiophenol from 4-alkyl-Z-methoxy-l,l-bis(phenylthio)-3-alkenes; a Z-step stereospecific synthesis of one such diene ( ) is described.

Recent work from this laboratory has demonstrated that treatment of certain unsaturated or vinylogous bis(phenylthio)acetals with the benzene complex of copper(I) trifluoromethane-