Vinylic hydrogens at the beta-position of enones were effectively substituted with alkyl groups in a one-pot procedure to afford beta-alkyl enones in good to high isolated yields by conjugate addition of higher-order dialkyl cyanocuprates to enones, followed by a reaction with N-tert-butylbenzenesulfinimidoyl chloride at -78 degree C.
2005
C-C bond formation O 0282One-Pot β-Substitution of Enones with Alkyl Groups to β-Alkyl Enones. -A novel one-pot procedure for the direct β-substitution of enones using higher-order dialkyl cyanocuprates and N-(tert-butyl)benzenesulfinimidoyl chloride is developed.-(MATSUO*, J.-I.; AIZAWA, Y.; Chem.
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