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Synlett 1996; 1996(7): 631-632
DOI: 10.1055/s-1996-5565
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Synthetic Applications of Chromium(0)-Promoted Higher-Order Cycloaddition. Efficient Construction of the 6-Azabicyclo[3.2.1]octane Ring System

James H. Rigby* , F. Christopher Pigge
  • *Department of Chemistry, Wayne State University, Detroit, Michigan 48202-3489, USA
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Publication Date:
31 December 2000 (online)

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A novel, versatile synthetic route into the 6-azabicyclo[3.2.1]octane ring system has been developed using the chromium(0)-promoted [6π+2π] cycloaddition between cycloheptatriene and several alkyl isocyanates.

Cr(0)-promoted higher order cycloaddition - Tl(III) nitrate - oxidative rearrangement - tropane alkaloids - alkyl isocyanates