Halohydroxylation of alkenyl MIDA boronates: switchable stereoselectivity induced by B(MIDA) substituent.
Halohydroxylation of alkenyl MIDA boronates: switchable stereoselectivity induced by B(MIDA) substituent.
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DOI：
10.1039/d0cc00722f
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发表时间：
2020-03
影响因子：
4.9
通讯作者：
Yao‐Fu Zeng;Xu-Ge Liu;Dong‐Hang Tan;Wen‐Xin Fan;Yi-Na Li;Yu Guo;Honggen Wang
中科院分区：
文献类型：
--
作者：
Yao‐Fu Zeng;Xu-Ge Liu;Dong‐Hang Tan;Wen‐Xin Fan;Yi-Na Li;Yu Guo;Honggen Wang
报道了通过烯基MIDA硼酸酯的双官能化反应合成α-硼基卤代醇。有趣的立体选择性被发现与不同的卤素源，这是由于特殊的稳定效果的B（MIDA）部分。以Cl+或Br+为卤素源时，转化产物为顺式加成产物，而以I+为卤素源时，转化产物为反式加成产物。
The synthesis of α-boryl halohydrins via difunctionalization of alkenyl MIDA boronates has been reported. Intriguing stereoselectivity was found with different halogen sources, which arises from the special stabilizing effect of the B(MIDA) moiety. The transformation provided cis addition products using Cl+ or Br+ as the halogen source, while trans addition products were obtained when I+ was employed.