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Type: Artigo de periódico
Title: A stereoselective entry to tetrasubstituted quinolizidines and the puzzling structural assignment of the lupin alkaloid plumerinine
Author: Maldaner, AO
Pilli, RA
Abstract: A thermodynamically controlled stereoselective synthesis of quinolizidinone (+/-)-13 via alpha-amidoalkylation of an intermediate N-acyliminium ion derived from a-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 of the lupin alkaloid plumerinine.
Subject: plumerinine
lupin alkaloid
tetrasubstituted quinolizidines
cyclic N-acyliminium ion
intramolecular Michael reaction
Country: Alemanha
Editor: Georg Thieme Verlag Kg
Citation: Synlett. Georg Thieme Verlag Kg, n. 8, n. 1343, n. 1346, 2004.
Rights: embargo
Date Issue: 2004
Appears in Collections:Unicamp - Artigos e Outros Documentos

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