Aldehydes directly add in 1,4-manner to vinylketones in the presence of 0.5 eq. of diethylaminotrimethylsilane without a solvent to give 5-ketoaldehydes.
Direct 1,4-conjugate addition of naked aldehydes to vinylketones is catalysed effectively by N-methyl-3-aminopropylated FSM-16 mesoporous silica, which can be regarded as a novel heterogeneous catalysis for a practical C-C bond formation reaction.
Catalytic enamine reaction: an expedient 1,4-conjugate addition of naked aldehydes to vinylketones and its application to synthesis of cyclohexenone from Stevia purpurea
作者:Hisahiro Hagiwara、Tomoyuki Okabe、Keisuke Hakoda、Takashi Hoshi、Hiroki Ono、Vijayendra P Kamat、Toshio Suzuki、Masayoshi Ando
DOI:10.1016/s0040-4039(01)00247-7
日期:2001.4
Naked aldehydes directly add in a 1,4-manner to vinylketones in the presence of 0.2 equiv. of diethylamine in sealed tubes to provide 5-keto aldehydes. (C) 2001 Elsevier Science Ltd. All rights reserved.
DIETHYLAMINOTRIMETHYLSILANE-CATALYZED 1,4-ADDITION OF ALDEHYDES TO VINYL KETONES: (3R)-3,7-DIMETHYL-2-(3-OXOBUTYL)-6-OCTENAL
作者:Hagiwara, Hisahiro、Ono, Hiroki、Hoshi, Takashi、Nti-Addae, Kwame、Wolff, Steven