Tetrahedron p. 11813 - 11824 (1998)
Update date:2022-07-31
Topics:
Kataoka, Tadashi
Iwama, Tetsuo
Tsujiyama, Shin-Ichiro
Iwamura, Tatsunori
Watanabe, Shin-Ichi
The chalcogeno-Baylis-Hillman reaction catalyzed by sulfides and selenides, the group 16 element compounds, in the presence of Lewis acids was developed. The reactions proceeded smoothly by the use of 1 equiv of TiCl4 to give the coupling products in moderate to good yields. Bischalcogenides and related compounds were investigated as a catalyst, and 1,5- diselenocyclooctane gave the best result owing to stabilization of a cationic intermediate by the transannular interaction.
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