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Synthesis 1987; 1987(3): 321-323
DOI: 10.1055/s-1987-27935
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Synthese von Brückenkopf-Derivaten; 1. Herstellung von substituierten Bicyclo[2.2.1]heptan-1-olen und zugehörigen Trifluormethansulfonaten

A. García Martínez* , E. Teso Vilar, A. García Fraile, C. Ruano Franco, J. Soto Salvador, L. R. Subramanian, Michael Hanack
  • *Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Complutense, Ciudad Universitaria, E-28040 Madrid, Spain
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Publication Date:
12 September 2002 (online)

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Synthesis of Bridgehead Derivatives; 1. Preparation of Substituted Bicyclo[2.2.1]heptan-1-ols and the Corresponding Trifluoromethanesulfonates The reaction of substituted bicyclo[2.2.1]heptan-2-ones 1 with trifluoromethanesulfonic anhydride (Tf2O) yields bridgehead trifluoromethanesulfonates (triflates, 2). Both the reduction with lithium aluminum hydride and the alkaline hydrolysis of 2 affords the corresponding bridgehead alcohols 3 in good yields.