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One-pot synthesis of 4-aminobicyclo[2.2.2]octan-2-ones
Tetrahedron ( IF 2.1 ) Pub Date : 12 November 1998 , DOI: 10.1016/s0040-4020(98)00864-3
Robert Weis , Klaus Schweiger , Werner Seebacher , Ferdinand Belaj

Dialkylammonium rhodanides and benzylidene acetone give racemic (6RS,7RS)-4-dialkylamino-bicyclo[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.

中文翻译:

一锅合成4-氨基双环[2.2.2]辛烷-2-酮

二烷基若丹铵铵和亚苄基丙酮在一锅反应中以良好的收率得到外消旋的(6 RS,7 RS)-4-二烷基氨基-双环[2.2.2] octan-2-one。反应机理包括Diels-Alder步骤。通过NMR光谱和单晶结构分析来建立结构。该化合物由旋光性(6 R,7 R)-和(6 S,7 S)-4-二烷基氨基-6,7-二苯基双环[2.2.2]辛烷-2-酮和异硫氰酸根阴离子的外消旋物阳离子组成。
更新日期:2017-01-31
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