Rhodium(II)-catalyzed decomposition of vinyldiazomethanes in the presence of 1,2-dihydropyridines: Synthesis of the 6-azabicyclo[3.2.2]nonane nucleus

被引:15
作者
Davies, HML [1 ]
Hodges, LM [1 ]
Thornley, CT [1 ]
机构
[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA
关键词
D O I
10.1016/S0040-4039(98)00412-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of functionalized 6-azabicyclo[3.2.2]nonadienes was synthesized via rhodium(II)-catalyzed decomposition of vinyldiazomethanes in the presence of substituted dihydropyridines. The regioselectivity of the reaction was shown to be highly dependent on the steric bulk of the catalyst as well as the structure of the viny(diazomethane. Each regioisomer was elaborated into higher homologs of ferruginine (1, 2). (C) 1998 Elsevier Science Ltd. All rights reserved.
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页码:2707 / 2710
页数:4
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