78508-41-5Relevant academic research and scientific papers
Reaction of Epoxides with Triphenylphosphine-Thiocyanogen (TPPT): Preparation of α-Thiocyanatovinyl Ketones, vis-Dithiocyanates, and vic-Dithiocyanatohydrins
Tamura, Yasumitsu,Kawasaki, Tomomi,Yasuda, Hitoshi,Gohda, Noriko,Kita, Yasuyuki
, p. 1577 - 1581 (2007/10/02)
A number of epoxides smoothly react with TPPT under mild conditions to give α-thiocyanatovinyl ketones, vic-dithiocyanates, or vic-thiocyanatohydrins, depending on the structures of the epoxides used.The reactions proceed site- and stereo-specifically, to give α-thiocyanatovinyl ketones from αβ-epoxyketones, threo-dithiocyanate from trans-epoxide, erythro-dithiocyanate from cis-epoxide, and vic-thiocyanatohydrins from 1,1-disubstituted or fused epoxides, respectively.A possible mechanism for these reactions is put forward.
