Publication: Synthesis of optically active 1-(1-phenylethyl)imidazoles eerived from 1-phenylethylamine
Synthesis of optically active 1-(1-phenylethyl)imidazoles eerived from 1-phenylethylamine
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Mlostoń, G., Mucha, P., Urbaniak, K., Broda, K., & Heimgartner, H. (2008). Synthesis of optically active 1-(1-phenylethyl)imidazoles eerived from 1-phenylethylamine. Helvetica Chimica Acta, 91, 232–238. https://doi.org/10.1002/hlca.200890028
Abstract
Abstract
Abstract
The three-component reaction of (R)- or (S)-1-phenylethylamine (6), formaldehyde, and an -(hydroxyimino) ketone 5, i.e., 3-(hydroxyimino)butan-2-one (5a) or 2-(hydroxyimino)-1,2-diphenylethanone (5b), yields the corresponding enantiomerically pure 1-(1-phenylethyl)-1H-imidazole 3-oxide 7 in high yield (Schemes 2 and 3). The reactions are carried out either in MeOH or in AcOH. Smooth transformations of the N-oxides into optically active 1-(1-phenylethyl)-1H-imidazoles 10 and 2,3-dihydro-1-(1-phenylethyl)-1H-imidazole-2-thiones 11 are a
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- Mucha, P
- Urbaniak, K
- Broda, K
- Heimgartner, H
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Citations
Mlostoń, G., Mucha, P., Urbaniak, K., Broda, K., & Heimgartner, H. (2008). Synthesis of optically active 1-(1-phenylethyl)imidazoles eerived from 1-phenylethylamine. Helvetica Chimica Acta, 91, 232–238. https://doi.org/10.1002/hlca.200890028
