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Synthesis 1993; 1993(10): 945-947
DOI: 10.1055/s-1993-25972
short paper
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Phase Transfer Catalyzed Alkylation of 2-(Diethoxyphosphinyl)cyclohexane

Suzanne M. Ruder* , Vithalanand R. Kulkarni
  • *Department of Chemistry, Virginia Commonwealth University, Richmond, Virginia 23284, USA
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Publication Date:
29 April 2002 (online)

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Alkylation of cyclic ß-oxophosphonates using the ion pair extractive-phase transfer catalysis method was studied using 2-(diethoxyphosphinyl) cyclohexanone as the model compound. Unlike related phosphonic acid derivatives, the cyclic ß-oxophosphonates exhibited ambident character under phase transfer conditions when dichloromethane was used as the solvent. Carbon alkylation was most effective when activated and sterically less demanding alkyl halides were utilized.