Synthesis of 7-azabicyclo [2.2.1]heptane derivatives via bridgehead radicals

  1. Avenoza, A. 1
  2. Busto, J.H. 1
  3. Cativiela, C. 2
  4. Peregrina, J.M. 1
  1. 1 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

  2. 2 Instituto de Nanociencia y Materiales de Aragón
    info

    Instituto de Nanociencia y Materiales de Aragón

    Zaragoza, España

    ROR https://ror.org/031n2c920

Revista:
Tetrahedron

ISSN: 0040-4020

Ano de publicación: 2002

Volume: 58

Número: 6

Páxinas: 1193-1197

Tipo: Artigo

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DOI: 10.1016/S0040-4020(01)01222-4 SCOPUS: 2-s2.0-0037016935 WoS: WOS:000173743000017 GOOGLE SCHOLAR

Outras publicacións en: Tetrahedron

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Resumo

This report shows the versatility and synthetic potential of 7-azabicyclo[2.2.1]heptane-1-carboxylic acid (Ahc) to obtain several bridgehead 1-substituted-7-azabicyclo[2.2.1]heptane derivatives, including halogen derivatives, via bridgehead radical reactions, proving the existence of the bridgehead radical in 7-azabicyclo[2.2.1]heptane systems. Moreover, we have obtained the interesting compound N-benzoyl-7-azabicyclo[2.2.1]heptane, a precursor of epibatidine. © 2002 Elsevier Science Ltd. All rights reserved.