Assembly of 4-Substituted 3-Nitro-1,2,3,4-tetrahydropyridines via Organocatalytic Michael Addition
An organocatalytic Michael addition of protected 2‐amino‐1‐nitroethanes to α,β‐unsaturated aldehydes followed by treatment with TFA afforded 4‐substituted 3‐nitro‐1,2,3,4‐tetrahydropyridines with good diastereoselectivity and excellent enantioselectivity. Good yields were observed in the case of β‐a...
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Veröffentlicht in: | Advanced synthesis & catalysis 2012-04, Vol.354 (6), p.991-994 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | An organocatalytic Michael addition of protected 2‐amino‐1‐nitroethanes to α,β‐unsaturated aldehydes followed by treatment with TFA afforded 4‐substituted 3‐nitro‐1,2,3,4‐tetrahydropyridines with good diastereoselectivity and excellent enantioselectivity. Good yields were observed in the case of β‐aryl‐substituted α,β‐unsaturated aldehydes as the substrates, while moderate yields were obtained when β‐alkyl‐substituted α,β‐unsaturated aldehydes were used. |
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ISSN: | 1615-4150 1615-4169 |
DOI: | 10.1002/adsc.201100903 |