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Synfacts 2007(7): 0719-0719  
DOI: 10.1055/s-2007-968664
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Fluorination of α-Aryl-α-cyanophosphonates with the Aid of 2,6-Lutidine

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
K-I. Moriya, Y. Hamashima, M. Sodeoka*
Tohoku University, Sendai and Riken, Wako, Japan
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Publication History

Publication Date:
22 June 2007 (online)

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Significance

The Sodeoka group has furthered their work with asymmetric fluorination under Pd(II) catalysis. The use of α-aryl-α-cyanophosphonates gives compounds with potential biological importance. 2,6-Lutidine was used as the base for enolization. N-Fluorobenzenesulfonimide was used as the electrophilic fluorine source. Moderate ee values were obtained with these conditions using the BINAP ligand in ethanol at-20 °C.