Diastereoselective elaboration of 2,3,4-substituted piperidines using diene iron tricarbonyl complexes. Total synthesis of (+/-)-dienomycin C and (+/-)-4-epi-dienomycin C

被引:18
作者
Ripoche, I [1 ]
Bennis, K [1 ]
Canet, JL [1 ]
Gelas, J [1 ]
Troin, Y [1 ]
机构
[1] UNIV CLERMONT FERRAND,ENSCCF,LAB CHIM HETEROCYCLES & GLUCIDES,F-63174 CLERMONT FERRAN,FRANCE
关键词
D O I
10.1016/0040-4039(96)00621-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The diastereoselective formation of 2,3,4-substituted piperidines is achieved by condensation of the iron dienal complex 2 and the primary amine 3 via an intramolecular Mannich-type cyclisation. This method is illustrated by the first total synthesis of (+/-)-dienomycin C 1 and its C-4 epimer 9. (C) 1996 Elsevier Science Ltd
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页码:3991 / 3992
页数:2
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