The Journal of Organic Chemistry

Dianions derived from. alpha.-halo acids. The Darzens condensation revisited

CR Johnson, TR Bade

Index: Johnson, Carl R.; Bade, Thomas R. Journal of Organic Chemistry, 1982 , vol. 47, # 7 p. 1205 - 1212

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Citation Number: 13

Abstract

The dianions of a-halo carboxylic acids are readily generated by the addition of the acids to 2 equiv of lithium diisopropylamide at low temperatures. When the mixture wms to room temperature dimeric products are formed. When aldehydes and ketones were added to the cooled solutions of the dianions and the reaction mixtures were allowed to warm to room temperature, followed by acid quench, glycidic acids were formed. The glycidic acids, per ...