Journal of the Chemical Society. Perkin transactions I p. 1577 - 1581 (1981)
Update date:2022-08-04
Topics:
Tamura, Yasumitsu
Kawasaki, Tomomi
Yasuda, Hitoshi
Gohda, Noriko
Kita, Yasuyuki
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.
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