Asymmetric Synthesis of Exo-Norbornane-2-Carboxylic Acid

  1. Avenoza, A. 1
  2. Bueno, M.P. 2
  3. Cativiela, C. 2
  4. Mayoral, José A. . 2
  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

Journal:
Tetrahedron: Asymmetry

ISSN: 0957-4166

Year of publication: 1992

Volume: 3

Issue: 3

Pages: 343-346

Type: Article

DOI: 10.1016/S0957-4166(00)80270-0 SCOPUS: 2-s2.0-0026590037 WoS: WOS:A1992HL18700005 GOOGLE SCHOLAR

More publications in: Tetrahedron: Asymmetry

Abstract

The reaction between N-acryloyl-N-methyl-L-alanine methyl ester and cyclopentadiene is studied. The configuration of the cycloadducts preferably obtained depends on the reaction conditions and the Lewis acid used as a catalyst. In TiCl4-catalyzed reactions, high exo:endo ratios and good diastereomeric excesses in exo cycloadducts are obtained under several conditions. So an interesting method for the asymmetric synthesis of derivatives of exo- norbornane-2-carboxylic acid is described.