摘要
The natural alkaloid isoanabasine was prepared by catalytic hydrogenation of tetrahydrobipyridines with (S)-BINAP-Rh complex. The tetrahydrobipyridines bearing bigger N-substituted group displayed high (stereoselectivity) and low reaction rate. Moreover, the position of the double bond on piperidinene also displayed a great effect on the stereoselectivity that made the ee value of hydrogenation of 1′-benzyl-1′,4′,5′,6′-(tetrahydro-)2,3′-(bipyridine) being up to 21.5% but that of 1′-benzyl-1′,2′,5′,6′-tetrahydro-2,3′-bipyridine only being up to 10.0%.
The natural alkaloid isoanabasine was prepared by catalytic hydrogenation of tetrahydrobipyridines with (S)-BINAP-Rh complex. The tetrahydrobipyridines bearing bigger N-substituted group displayed high (stereoselectivity) and low reaction rate. Moreover, the position of the double bond on piperidinene also displayed a great effect on the stereoselectivity that made the ee value of hydrogenation of 1′-benzyl-1′,4′,5′,6′-(tetrahydro-)2,3′-(bipyridine) being up to 21.5% but that of 1′-benzyl-1′,2′,5′,6′-tetrahydro-2,3′-bipyridine only being up to 10.0%.
出处
《应用化学》
CAS
CSCD
北大核心
2005年第4期457-459,共3页
Chinese Journal of Applied Chemistry
关键词
异毒藜碱
催化氢化
对映体选择性
联吡啶
isoanabasine,catalyzed hydrogenation,enantioselectivity,bipyridine
