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Synlett 1991; 1991(4): 229-230
DOI: 10.1055/s-1991-20687
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C-Alkylation of Dianions of β-(Isopropylamino)-α,β-enones

Guiseppe Bartoli* , Marcella Bosco, Cristina Cimarelli, Renato Dalpozzo, Gianni Palmieri
  • *Dipartimento di Scienze Chimiche, via S. Agostino 1, I-62032 Camerino (Mc), Italy
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Publication Date:
07 March 2002 (online)

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A new alkylation method of enaminones (1-aryl-3-(isopropylamino)-2-buten-1-ones) via addition of electrophiles to dianions of β-(isopropylamino)-α, β-enones, generated by treatment with 2.5 equivalents of 2,2,6,6-tetramethylpiperidinolithium, is reported. The reaction works well with alkyl halides and aldehydes while poor yields are obtained from ketones.