Stereospecific synthesis of mono‐ and di‐substituted 1‐alkenyl sulfides, phosphines and tin compounds.: A new application of substituted vinylcopper(I) intermediates. Part IV
- 1 January 1977
- journal article
- research article
- Published by Wiley in Recueil des Travaux Chimiques des Pays-Bas
- Vol. 96 (7-8) , 194-196
- https://doi.org/10.1002/recl.19770960706
Abstract
A new stereospecific synthesis for substituted 1‐alkenyl sulfides, phosphines and tin compounds RR′C=CHX (X = −SMe, −PPh2, −SnPh3) is presented, starting from stereospecifically generated vinylcuprates [RR′C=CHCu(Br, I or R)]MgX′ (X′ = Cl or Br) and MeSSO2Me, Cl−PPh2 and Cl−SnPPh3, respectively, using tetrahydrofuran as solvent.Iodovinylcuprates [RR′CCHCu−I]MgX′ are obtained by selective methylation of the R‐radical in the mixed homocuprates [RR′CCHCu−R]MgX′ with 1 equivalent of Me−I at −50°.Keywords
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