Yang Yajie, Cheng Lu, Wang Mengdan, Yin Liqiang, Feng Ye, Wang Chengyu, Li Yanzhong
School of Chemistry and Molecular Engineering, East China Normal University, 500 Dongchuan Road, Shanghai 200241, China.
School of Chemistry and Chemical Engineering, Linyi University, Shuangling Road, Linyi, Shandong 276000, China.
Org Lett. 2021 Jul 16;23(14):5339-5343. doi: 10.1021/acs.orglett.1c01640. Epub 2021 Jul 6.
A novel 1,2-difunctionalization of alkynones via an umpolung strategy for the synthesis of tetrasubstituted olefins has been developed. This procedure is realized by a formal C-C σ-bond cleavage reaction of cyclic α,α-dithioketones and subsequent deprotection. Notable features of this approach include excellent yields, mild reaction conditions, a broad substrate scope, and operational simplicity.
已开发出一种通过极性反转策略对炔酮进行新型1,2-双官能化以合成四取代烯烃的方法。该过程通过环状α,α-二硫代酮的形式C-C σ键裂解反应及随后的脱保护来实现。该方法的显著特点包括产率高、反应条件温和、底物范围广以及操作简便。