Geng Jingjing, Sun Deli, Song Yanhong, Tong Weiqi, Wu Fan
Center for Supramolecular Chemistry and Catalysis, Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, China.
Institute of Drug Discovery Technology and Qian Xuesen Collaborative Research Center of Astrochemistry and Space Life Sciences, Ningbo University, Ningbo, Zhejiang 315211, China.
Org Lett. 2022 Mar 11;24(9):1807-1811. doi: 10.1021/acs.orglett.2c00217. Epub 2022 Mar 2.
A nickel-catalyzed enantioconvergent reductive cross-coupling of α-chlorosulfones with vinyl bromides is described here. This strategy enables the enantioselective construction of chiral allylic sulfones from simple α-chlorosulfones and vinyl bromides. The mild reaction conditions lead to excellent functional group compatibility, as evidenced by the broad substrate scope and tolerance of complex bioactive molecules. Our preliminary mechanistic study suggests that this enantioselective vinylation process operates through a radical intermediate.
本文描述了一种镍催化的α-氯砜与乙烯基溴的对映汇聚还原交叉偶联反应。该策略能够从简单的α-氯砜和乙烯基溴对映选择性地构建手性烯丙基砜。温和的反应条件导致优异的官能团兼容性，广泛的底物范围和对复杂生物活性分子的耐受性证明了这一点。我们初步的机理研究表明，这种对映选择性乙烯基化过程通过自由基中间体进行。
