4.5 Article

Scalable Synthesis of Enantiomerically Pure cis-1,2-Cyclohexanediamine Derivatives and Conformationally Rigid 7-Azabicyclo[2.2.1]heptan-2-amines

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 20, Pages 4319-4324

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300253

Keywords

Synthetic methods; Amines; Cleavage reactions; Reduction; Diastereoselectivity

Funding

  1. Department of Science AMP
  2. Technology (DST), New Delhi
  3. Council of Scientific and Industrial Research (CSIR)
  4. University Grants Commission (UGC)

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A scalable approach to the syntheses of enantiomerically pure cis-1,2-cyclohexanediamines as well as exo- and endo-7-azabicyclo[2.2.1]heptan-2-amines is reported that utilizes meso-tert-butyl 2,3-bis(phenylsulfonyl)-7-azabicyclo[2.2.1]hept-2-ene-7-carboxylate as a starting material.

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