(E)-and (Z)-1, 3-Butadienyl thiocyanates 3, 4, and 12-15 have been synthesized selectively. Their use as dienes for Did-Alder reactions followed by a [3, 3]-sigmatropic shift to obtain an isomeric isothiocyanate has been studied. The hutadienyl thiocyanates are, unfortunately, not very reactive in Diels-Alder reactions. This disadvantage can be overcome, if a trapping reaction with EtOH is added to the two-step sequence. This sequence allows to get good ...
