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Synthesis 1987; 1987(8): 729-732
DOI: 10.1055/s-1987-28065
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Stereoselective Nitroolefination of Active Methine of Various Carbonyl Compounds with β-Nitroenamines

Manabu Node* , Hideko Nagasawa, Yoshimitsu Naniwa, Kaoru Fuji
  • *Institute for Chemical Research, Kyoto University, Uji, Kyoto-Fu 611 Japan
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Publication Date:
12 September 2002 (online)

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Enolates of carbonyl compounds having a methine α-carbon undergo 2-nitro-1-alkenylation (nitroolefination) to form quarternary C-atom next to the carbonyl group on reaction with β-nitroenamines via an addition elimination process. The geometry of the resulting nitroolefins proved to be of the E type.