Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, P. R. China.
University of Chinese Academy of Sciences, Beijing 100049, P. R. China.
Org Lett. 2020 Nov 6;22(21):8337-8344. doi: 10.1021/acs.orglett.0c02973. Epub 2020 Oct 11.
An iron-catalyzed cascade reaction of radical reduction of allyl alcohols and acetylenic acids to construct polysubstituted α-alkenyl lactones has been developed. In this paper, various allyl alcohols can form allyl ester intermediates and are further transformed into alkyl radicals, which form products through intramolecular reflex-Michael addition. In addition, this method can be used to prepare spirocycloalkenyl lactones. Interestingly, this protocol can be used to synthesize the skeleton structure of natural products. Moreover, the product can be further transformed into a β-methylene tetrahydrofuran and tetrahydrofuran diene.
发展了一种铁催化的自由基还原烯丙醇和炔酸的级联反应，以构建多取代的α-烯基内酯。在本文中，各种烯丙醇可以形成烯丙酯中间体，然后进一步转化为烷基自由基，通过分子内反射-Michael 加成形成产物。此外，该方法可用于制备螺环烯基内酯。有趣的是，该方案可用于合成天然产物的骨架结构。此外，产物可以进一步转化为β-亚甲基四氢呋喃和四氢呋喃二烯。
