Zhang Zhenhua, 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.
Org Lett. 2015 Jun 5;17(11):2816-9. doi: 10.1021/acs.orglett.5b01240. Epub 2015 May 11.
A highly enantioselective cis-hydrogenation of 2,3,4-trisubstituted quinolines has been realized for the first time using chiral borane catalysts generated in situ from chiral dienes. A variety of tetrahydroquinoline derivatives containing three contiguous stereogenic centers were obtained in 76-99% yields with 82-99% ee's.
首次使用由手性二烯原位生成的手性硼烷催化剂实现了2,3,4-三取代喹啉的高度对映选择性顺式氢化反应。以76%至99%的产率和82%至99%的对映体过量值获得了多种含有三个相邻手性中心的四氢喹啉衍生物。