Phase-transfer catalyzed reactions. 5. dramatic effect of the concentration of base on the dimerization of crotonaldehyde

JM McIntosh, H Khalil, DW Pillon

Index: McIntosh, John M.; Khalil, Hamdy; Pillon, David W. Journal of Organic Chemistry, 1980 , vol. 45, # 17 p. 3436 - 3439

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Citation Number: 10

Abstract

Self-condensation of crotonaldehyde under base-catalyzed phase-transfer conditions leads to aldehydes 3 or 4, depending only on the concentration of aqueous hydroxide used. Quaternary ammonium fluorides in anhydrous THF is shown to be a useful system for conjugate additions involving base-sensitive aldehydes.