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Synlett 2001; 2001(Special Issue): 1034-1037
DOI: 10.1055/s-2001-14654
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Synthesis of Vinyl- and Allylphosphonates by Olefin Cross-Metathesis

Arnab K. Chatterjee* , Tae-Lim Choi, Robert H. Grubbs
  • *Arnold and Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA; E-mail: rhg@caltech.edu
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Publication History

Publication Date:
31 December 2001 (online)

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Substituted allyl and vinyl phosphonates have been prepared for the first time via intermolecular olefin cross-metathesis (CM) using 1,3-dimesityl-4,5-dihydro-imidazol-2-ylidene ruthenium alkylidene complex 3 in good yield. A variety of terminal olefins, styrenes, and geminally disubstituted olefins have been successfully cemployed in these reactions. In addition, CM of vinylphosphonates provide exclusive E olefin stereochemistry.

metathesis - ruthenium - phosphorus - cross-coupling - coupling