The reaction of trialkylstannylmethyllithium with α,β-epoxy ketones. A preparative method of β, γ-unsaturated ketones by homologation of α, gb-unsaturated ketones
作者:Tadashi Sato、Toshihiro Kikuchi、Norio Sootome、Eigoro Murayama
DOI:10.1016/s0040-4039(00)98963-9
日期:1985.1
α, β-epoxy ketones 2, upon treatment with two equivalents of trialkylstannylmethyllithium 1, afforded cyclopropanols 3 as a single product in acyclic system, and a mixture of cyclopropanols 3 and methylene 1,2-diols 4 in cyclic system. Under acidic conditions, the cyclopropanols gave β, γ-unsaturated ketones 5 in good yields.
用两当量的三烷基锡烷基甲基锂1处理α,β-环氧酮2后,在非环体系中得到作为单一产物的环丙醇3,在环体系中得到了环丙醇3和亚甲基1,2-二醇4的混合物。在酸性条件下,环丙醇以良好的产率得到β,γ-不饱和酮5。