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As first demonstrated by Stork,the metal enolate formed by metal-ammoni reduction of a conjugated enone or a ketol acetate can be alkylated in liquic ammonia. The reductive alkylation reaction is synthetically useful since ii permits alkylation of a ketone at the a-position other than the one at whicf thermodynamically controlled enolate salt formation occurs. Direct methyl-ation of 5a-androstan-17-ol-3-one occurs at C-2 whereas reductive methyl-... [Pg.46]

See other pages where Thermodynamic control metal enolate formation is mentioned: [Pg.51] [Pg.389] [Pg.13] [Pg.188] [Pg.72]

See also in sourсe #XX -- [ Pg.356 , Pg.361 ]