Radical-mediated hydroalkylation of 2-vinylpyrrolidine derivatives: a versatile entry into indolizidine alkaloids
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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.