A stereoselective entry to tetrasubstituted quinolizidines and the puzzling structural assignment of the lupin alkaloid plumerinine
作者： Ronaldo A. Pilli , Adriano O. Maldaner
关键词: Quinolizidines 、 Chemistry 、 Alkaloid 、 Piperidine 、 Organic chemistry 、 Intramolecular force 、 Stereochemistry 、 Michael reaction 、 Quinolizidine 、 Plumerinine 、 Stereoselectivity
摘要: A thermodynamically controlled stereoselective synthesis of quinolizidinone (+/-)-13 via α-amidoalkylation an intermediate N-acyliminium ion derived from α-ethoxy piperidine 9, followed by intramolecular Michael addition is described. Based on their NMR data, quinolizidine alcohols 14 and 15 were ruled out as possible structures the lupin alkaloid plumerinine.
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