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Synlett 1992; 1992(2): 124-125
DOI: 10.1055/s-1992-21287
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Diastereoselectivity in the Formation of Phosphorus-Carbon Bonds

Kamyar Afarinkia* , John I. G. Cadogan, Charles W. Rees
  • *Department of Chemistry, Imperial College of Science, Technology and Medicine, London SW7 2AY, England
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Publication Date:
08 March 2002 (online)

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Modest diastereoselectivity is observed in the addition to N-isobutylidenebenzylamine (2) and other N-isobutylidenearylamines of ethyl trimethylsilyl phenylphosphonite (1a) but not of the corresponding unsilylated (1b) or lithiated species (1c). The size of the aryl N-substituent exerts a small effect on the diastereoselectivity of C-P bond formation.