Tetrahedron p. 1547 - 1556 (1997)
Update date:2022-09-26
Topics:
Shawe, Thomas T.
Hansen, Darren B.
Peet, Kelly Ann
Prokopowicz, Anthony S.
Robinson, Patrice M.
Cannon, Annatina
Dougherty, Kathleen E.
Ross, Andrew A.
Landino, Linda M.
Addition of Grignard reagents to s-transenaminones derived from 1,3-cycloalkanediones are described. In dichloromethane, addition of phenylmagnesium bromide gave 3-phenyl substituted cycloalkenones. Alkylmagnesium halides underwent multiple addition reactions, giving mixtures of the 3-alkylcycloalkenones and 1,3-dialkyl-3-(dialkylamino)cyclohexenes. In tetrahydrofuran, only the 3-alkylcycloalkenone was obtained.
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