One-pot synthesis of 4-aminobicyclo[2.2.2]octan-2-ones

被引:42
|
作者
Weis, R [1 ]
Schweiger, K
Seebacher, W
Belaj, F
机构
[1] Graz Univ, Inst Pharmaceut Chem, A-8010 Graz, Austria
[2] Graz Univ, Inst Inorgan Chem, A-8010 Graz, Austria
关键词
bicyclic aliphatic compounds; Diels-Alder reactions;
D O I
10.1016/S0040-4020(98)00864-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dialkylammonium rhodanides and benzylidene acetone give racemic (6RS,7RS)-4-dialkylaminobicyclo[2.2.2]octan-2-ones in a one-pot reaction in good yields. The mechanism of the reaction includes a Diels-Alder step, The structures are established by NMR spectra and a single crystal structure analysis. The compounds consist of cations of racemates of optically active (6R,7R)- and (6S,7S)-4-dialkylamino-6,7-diphenylbicyclo[2.2.2]octan-2-ones and isothiocyanate anions. (C) 1998 Elsevier Science Ltd. All rights reserved.
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页码:14015 / 14022
页数:8
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