potassium tert-butylate in dimethyl sulfoxide 4 h; RefluxHeating;

zinc(II) chloride in dichloromethane T=0 - 25°C; 24 h; Inert atmosphere;

zinc(II) chloride

1: SOCl2 View Scheme

chloro-trimethyl-silane; zinc(II) chloride; lithium diisopropyl amide 1) THF, -78 deg C, 30 min, 2) -78 deg C to r.t., 3) CH2Cl2, 24 h; t-Alkylation of carboxylic esters via their ketene alkyl trimethylsilyl acetals by the Friedel-Crafts reaction allows the synthesis of highly hindered compounds.;

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