Stereochemical course of the alkaline decarboalkoxylative cyclization of C(4)- C(5)- and C(4) ,C(5)-substituted 1-[2-(3-indolyl)ethyl-3-methoxycarbonyl -1,4,5,6-tetrahydropyridines to C(2)- , C(3)- and C(2) ,C(3)-substituted indolo[2,3-a quinolizidines
作者:Mauri Lounasmaa、Reija Jokela、Pirjo Mäkimattila、Birgit Tirkkonen
DOI:10.1016/s0040-4020(01)82042-1
日期:1990.1
Alkaline decarboalkoxylative cyclization of C(4)-monosubstituted 1-[2-(3-indolyl) ethyl-3methoxycarbonyl-1,4,5,6-tetrahydropyridines 1a and 1d leads mainly to C(2)-monosubstituted indolo[2,3-a quinolizidines 2a and 2d possessing the C(12b)H-C(2)H cis relationship [corresponding to the C(3)H-C(15)H cis relationship when the biogenetic numbering of indole alkaloids is used
C(4)-单取代的1- [2-(3-吲哚基)乙基-3甲氧基羰基-1,4,5,6-四氢吡啶1a和1d的碱性脱碳烷氧基环化反应主要导致C(2)-单取代的吲哚[2,3] -a具有C(12b)HC(2)H顺式关系的喹唑烷2a和2d [对应于使用吲哚生物碱的生物遗传编号时的C(3)HC(15)H顺式关系