Asymmetric Transfer Hydrogenations of β-Enamine Cyanide with Chiral Ammonia Borane
Asymmetric Transfer Hydrogenations of β-Enamine Cyanide with Chiral Ammonia Borane
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DOI：
10.6023/cjoc201904079
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发表时间：
2019
影响因子：
1.9
通讯作者：
Qiwen Zhou;Xiangqing Feng;Jing Yang;H. Du
中科院分区：
文献类型：
--
作者：
Qiwen Zhou;Xiangqing Feng;Jing Yang;H. Du
不对称转移氢化是合成光学活性化合物的一类重要反应。手性磷酸与氨硼烷发生放氢反应，原位生成手性氨硼烷，氢转移后的氨硼烷可在水的辅助下再生，使反应具有催化活性。在此手性氨硼烷催化下，β-烯胺氰化物的不对称转移氢化反应得到了目标产物，产率为48%~98%，ee值为61%~95%。
The asymmetric transfer hydrogenation represents one important class of reactions for the synthesis of optically active compounds. A chiral ammonia borane was generated in situ from an H2 release reaction between chiral phosphoric acid and ammonia borane, which could be regenerated by the assistance of water after the hydrogen transfer process and made this reaction catalytic. With this chiral ammonia borane, asymmetric transfer hydrogenations of β-enamine cyanides were realized to afford the desired products in 48%~98% yields with 61%~95% ee.