基于手性氨硼烷的β-烯胺腈不对称转移氢化反应

Asymmetric Transfer Hydrogenations of β-Enamine Cyanide with Chiral Ammonia Borane

不对称转移氢化是获得光学活性化合物的一类重要反应.利用手性磷酸和氨硼烷释放氢气原位生成手性氨硼烷,水作为添加剂促进手性氨硼烷的循环再生,顺利实现了β-烯胺腈的不对称转移氢化反应,以48%~98%的收率和61%~95% ee获得了一系列手性β-胺基腈类化合物.

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.