Li Dongqiu, Cheng Fang, Tang Yuhai, Li Jing, Li Yang, Jiao Jiao, Xu Silong
School of Chemistry, and Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, Xi'an Jiaotong University, Xi'an 710049, P. R. China.
Org Lett. 2021 Dec 3;23(23):9030-9035. doi: 10.1021/acs.orglett.1c03206. Epub 2021 Nov 22.
Herein we describe a phosphine-catalyzed internal redox [4 + 2] annulation of 1,4-enynoates with electron-deficient alkenes, in which the γ- and φ-C(sp)-H of the enynoates are formally oxidized for the annulation while the alkynyl moiety is converted to an alkene. The reaction offers an efficient synthesis of highly functionalized cyclohexenes in moderate to good yields with exclusive regioselectivity and high diastereoselectivity under mild conditions.
在此，我们描述了一种膦催化的1,4-烯炔酸酯与缺电子烯烃的分子内氧化还原[4 + 2]环化反应，其中烯炔酸酯的γ-和φ-C(sp)-H在环化过程中被正式氧化，而炔基部分则转化为烯烃。该反应在温和条件下以中等至良好的产率、独特的区域选择性和高非对映选择性高效合成了高度官能化的环己烯。
