Enantioselective synthesis of indolizidine and quinolizidine derivatives from chiral non-racemic bicyclic lactams

被引:40
作者
Agami, C [1 ]
Dechoux, L [1 ]
Hebbe, S [1 ]
Ménard, C [1 ]
机构
[1] Univ Paris 06, Lab Synth Asymetr, UMR 7611, F-75005 Paris, France
关键词
bicyclic lactams; lupinine; epitashiromine; quinolizidine; indolizidine;
D O I
10.1016/j.tet.2004.04.055
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chiral non-racemic bicyclic lactams 2b,c, derived from (R)- and (S)-phenylglycinol, were used in the enantioselective synthesis of (-)-lupinine and 5 -epitashiromine, respectively. The efficiency of the synthesis relied on the high diastereoselectivities of formation and reduction of compounds 2b,c. (C) 2004 Elsevier Ltd. All rights reserved.
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页码:5433 / 5438
页数:6
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