A stereoselective synthesis of γδ-unsaturated ketones possessing perfluoroalkyl groups by trifluoroborane etherate mediated 1,4-addition reaction of alkenyldiisopropoxyboranes to α,β-unsaturated ketones
作者:Ei-ichi Takada、Shoji Hara、Akira Suzuki
DOI:10.1016/s0040-4039(00)61600-3
日期:1993.10
A variety of γ,δ-unsaturated ketones (3,5, and 7) having perfluoroalkyl groups were prepared stereoselectively by the trifluoroborane etherate mediated 1,4-addition reaction of alkenyldiisopropoxyboranes (1) to α,β-unsaturated ketones substituted by perfluoroalkyl group (2,4, and 6). The undesired 1,2-addition of alkenyl groups or elimination of metal fluoride from the adducts could be avoided completely
各种γ的,δ不饱和酮(3,5,和7)具有全氟烷基的被立体选择性地制备由alkenyldiisopropoxyboranes的三氟硼烷醚化物介导的1,4-加成反应(1)与α,由全氟烷基取代的β不饱和酮(2,4,和6)。可以完全避免不希望的烯基的1,2-加成或从加合物中消除金属氟化物,从而以高收率获得了产物。