摘要
A concise route for the preparation of two simple optically pure indolizidin-5-ones has been developed.The key chain elongation process was achieved using a triethylborane/catechol mediated hydroalkylation of Boc-protected 2-vinylpyrrolidines.By using complementary strategies,these two bicyclic lactams can be alkylated with complete control of the stereochemistry at C(5)and their conversion to a variety of indolizidine alkaloids such as coniceine,indolizidine 209D and 167B,5-epi-indolizidine 249A and monomorine has been reported in the literature.
A concise route for the preparation of two simple optically pure indolizidin-5-ones has been developed. The key chain elongation process was achieved using a triethylborane/catechol mediated hydroalkylation of Boc-protected 2-vinylpyrrolidines. By using complementary strategies, these two bicyclic lactams can be alkylated with complete control of the stereochemistry at C(5) and their conversion to a variety of indolizidine alkaloids such as coniceine, indolizidine 209 D and 167 B, 5-epi-indolizidine 249A and monomorine has been reported in the literature.
基金
supported by the Swiss National Science Foundation(200020_172621)
the University of Bern
supported by the State Secretariat for Education,Research and Innovation(SERI)via a Swiss Government Excellence Scholarships for Foreign Scholars and Artists
