Helvetica chimica acta

1, 3??Butadienyl??thiocyanate in der Diels??Alder??Reaktion mit anschliessender [3, 3]??sigmatroper Umlagerung

S Huber, P Stamouli, T Jenny, R Neier

文献索引：Huber, Stefan; Stamouli, Peristera; Jenny, Titus; Neier, Reinhard Helvetica Chimica Acta, 1986 , vol. 69, p. 1898 - 1915

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被引用次数: 22

摘要

(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 ...