区域选择性
硼氢化
化学
硼烷
功能群
硼
反应性(心理学)
基质(水族馆)
组合化学
选择性
群(周期表)
有机化学
催化作用
海洋学
地质学
病理
医学
替代医学
聚合物
作者
Ji‐Kang Jin,Wan-Xin Zheng,Huimin Xia,Feng‐Lian Zhang,Yi‐Feng Wang
出处
期刊:Organic Letters
[American Chemical Society]
日期:2019-10-09
卷期号:21 (20): 8414-8418
被引量:36
标识
DOI:10.1021/acs.orglett.9b03173
摘要
A regioselective radical hydroboration of gem-difluoroalkenes was developed for the synthesis of α-difluoroalkylborons. The reaction features excellent regioselectivity, broad substrate scope, and good functional group capability. DFT calculations implicated the remarkable α-selectivity was driven from the kinetically and thermodynamically more favorable α-addition step. The resulting α-difluoroalkylborons could be readily converted into NHC–borane-tethered monofluoroalkenes, which demonstrated unique reactivity and applicability in the synthesis of monofluoroalkene derivatives through transformations of the boron unit.
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