Synthesis of the four d,l-pairs of 2-amino- 3-phenylnorbornane-2-carboxylic acids II. The use of 5(4H)-oxazolones as dienophiles

  1. Cativiela, C. 1
  2. Díaz de Villegas, M.D. 1
  3. Mayoral, J.A. 1
  4. Avenoza, A. 2
  5. Peregrina, J.M. 2
  1. 1 Instituto de Nanociencia y Materiales de Aragón
    info

    Instituto de Nanociencia y Materiales de Aragón

    Zaragoza, España

    ROR https://ror.org/031n2c920

  2. 2 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

Journal:
Tetrahedron

ISSN: 0040-4020

Year of publication: 1993

Volume: 49

Issue: 3

Pages: 677-684

Type: Article

SCOPUS: 2-s2.0-0027391130 WoS: WOS:A1993KE37000014 GOOGLE SCHOLAR

More publications in: Tetrahedron

Abstract

The Diels-Alder reaction between both geometric isomers (Z)- or (E)-2-phenyl-4-benzylidene-5(4H)-oxazolone and cyclopentadiene is studied. The cycloadducts are converted into the aminoacids through simple reactions allowing the synthesis of the four d,l-pairs of 2-amino-3-phenylnorbornane-2-carboxylic acids.