Gao Bochao, Meng Wei, Feng Xiangqing, Du Haifeng
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
University of Chinese Academy of Sciences, Beijing 100049, China.
Org Lett. 2022 Jun 10;24(22):3955-3959. doi: 10.1021/acs.orglett.2c01314. Epub 2022 May 27.
The highly enantioselective transfer hydrogenation of benzoxazinones with chiral phosphoric acids under H was successfully achieved, where boranes promoted the hydrogenation of phenanthridine for the regeneration of dihydrophenanthridine as the hydrogen donor. A variety of dihydrobenzoxazinones were obtained in high yields with up to 99% ee. The current work provides a promising solution to unreactive substrates for frustrated Lewis pair-catalyzed asymmetric hydrogenation.
在手性磷酸作用下，实现了苯并恶嗪酮在氢气氛围中的高对映选择性转移氢化反应，其中硼烷促进菲啶的氢化反应以再生作为氢供体的二氢菲啶。以高达99%的对映体过量（ee）高产率得到了多种二氢苯并恶嗪酮。目前的工作为受阻路易斯对催化的不对称氢化反应中不活泼底物提供了一个有前景的解决方案。
