Lewis acid promoted ring-opening allylation of epichlorohydrin with allylic silanes and stannanes to afford 1-chloro-5-alken-2-ols. A short synthesis of (S)-(-)-ipsenol
T Imai, S Nishida
文献索引：Imai, Toshiro; Nishida, Shinya Journal of Organic Chemistry, 1990 , vol. 55, # 16 p. 4849 - 4852
In the present study, we anticipated that the presence of an electronegative substituent adjacent to the oxirane ring might also minimize such isomerizations and could alter the directional mode of the ring opening. Indeed, as described below, epichlorohydrin (1) was allylatively opened smoothly at the unsubstituted site with allylic silanes and stannanes in the presence of appropriate Lewis acids.'As a result, this method opens a new way to ...
