Hydrogen Bond Direction Enables Palladium-Catalyzed Branch- and Enantioselective Allylic Aminations and Beyond
Hydrogen Bond Direction Enables Palladium-Catalyzed Branch- and Enantioselective Allylic Aminations and Beyond
复制标题
氢键方向可实现钯催化的支化和对映选择性烯丙基胺化及其他反应
DOI：
10.1021/acs.orglett.7b01794
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发表时间：
2017
期刊：
影响因子：
5.2
通讯作者：
Wen-Jing Xiao
中科院分区：
文献类型：
--
作者：
Ya-Ni Wang;Bao-Cheng Wang;Mao-Mao Zhang;Xiao-Wen Gao;Tian-Ren Li;Liang-Qiu Lu;Wen-Jing Xiao
通过控制氢键方向，钯催化了乙烯基苯并恶嗪酮的支选择性和对映选择性烯丙基胺化反应。该方案提供了一个快速和有效的途径，以64→99%的产率和高达99%的ee，从广泛存在的脂肪胺合成一个重要的组成部分，手性氨基烯烃。并利用该转化及其产物进行双催化一锅反应，得到了合成效率高、对映控制性能好的手性吲哚类化合物。
The palladium-catalyzed branch- and enantioselective allylic amination of vinyl benzoxazinones was accomplished through controlling the hydrogen bond direction. This protocol provides a rapid and efficient route for synthesizing an important building block, chiral amino alkene, from widely available aliphatic amines in 64 → 99% yields with up to 99% ee. Furthermore, this transformation and the accompanying products were utilized to develop one-pot reactions through dual catalysis, affording chiral indolines with good synthetic efficiency and excellent enantiocontrol.