Liao Ling, Zhang Ying, Wu Zhong-Wei, Ye Zhong-Tian, Zhang Xue-Xin, Chen Guangying, Yu Jin-Sheng
Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, East China Normal University Shanghai 200062 China
Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University Haikou 571158 China.
Chem Sci. 2022 Oct 11;13(42):12519-12526. doi: 10.1039/d2sc03958c. eCollection 2022 Nov 2.
A highly enantio- and regio-selective Markovnikov hydromonofluoro(methyl)alkylation of 1,3-dienes was developed using redox-neutral nickel catalysis. It provided a facile strategy to construct diverse monofluoromethyl- or monofluoroalkyl-containing chiral allylic molecules. Notably, this represents the first catalytic asymmetric Markovnikov hydrofluoroalkylation of olefins. The practicability of this methodology is further highlighted by its broad substrate scope, mild base-free conditions, excellent enantio- and regio-selectivity, and diversified product elaborations to access useful fluorinated building blocks.
利用氧化还原中性镍催化，开发了一种1,3 - 二烯的高度对映选择性和区域选择性马尔科夫尼科夫氢单氟（甲基）烷基化反应。它为构建各种含单氟甲基或单氟烷基的手性烯丙基分子提供了一种简便的策略。值得注意的是，这代表了烯烃的首例催化不对称马尔科夫尼科夫氢氟烷基化反应。该方法的实用性通过其广泛的底物范围、温和的无碱条件、优异的对映选择性和区域选择性以及多样化的产物衍生化以获得有用的氟化结构单元而得到进一步凸显。
