
Tetrahedron p. 7489 - 7500 (1991)
Update date:2022-08-05
Topics:
Epifani, E.
Florio, S.
Ingrosso, G.
Ronzini, L.
Sgarra, R.
Troisi, L.
The coupling reaction of phenylsulphenyl-, phenylsulphinyl and phenylsulphonyl-pentadienyl metals 3a-g has been studied showing that while 3c-g couple in any case regioselectively and stereoselectively, the coupling of 3a-b is countercation and electrophile dependent.The α-regioisomeric coupling products of phenylsulphenylpentadienyl metals may undergo <1,5> sigmatropic rearrangement, those of phenylsulphinyl- and phenylsulphonyl-pentadienyl metals give fast double <3,2> sigmatropic isomerization.
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(1963)