Synthesis 1991; 1991(5): 353-354
DOI: 10.1055/s-1991-26463
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Synthesis of Bridgehead Derivatives; 2. Preparation of 1-Substituted Bicyclo[2.2.1]heptanes

A. García Martínez* , E. Teso Vilar, J. Coterón López, J. Manrique Alonso, M. Hanack, L. R. Subramanian
  • *Departamento de Química Organíca, Facultad de Ciencias Químicas, Universidad Complutense, Ciudad Univeresitaria, E-28040 Madrid, Spain
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Publikationsverlauf

Publikationsdatum:
29. April 2002 (online)

The reaction of bridgehead trifluoromethanesulfonates 1- and 4-trifluoromethylsulfonyloxycamphene (1a,b) with magnesium iodide or magnesium bromide in carbon disulfide yields the corresponding halides 2 and 3. The reaction time was reduced by sonication. The 1-(2-cyanoethyl)- and 2-methoxycarbonylethyl) -camphenes 6a and 7a, and the corresponding 4-substituted analogue 6b and 7b are prepared by radical addition of 2a and 2b to methyl acrylate (4) or acrylonitrile (5), respectively.

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