Diastereoselective synthesis of (S)- and (R)-alfa-phenylserine by a sulfinimine-mediated Strecker reaction

  1. Avenoza, A. 1
  2. Busto, J.H. 1
  3. Corzana, F. 1
  4. Peregrina, J.M. 1
  5. Sucunza, D. 1
  6. Zurbano, M.M. 1
  1. 1 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

Revista:
Synthesis (Stuttgart)

ISSN: 0039-7881

Año de publicación: 2005

Volumen: 4

Páginas: 575-578

Tipo: Artículo

DOI: 10.1055/S-2004-837308 SCOPUS: 2-s2.0-15444379777 WoS: WOS:000227774800012 GOOGLE SCHOLAR

Otras publicaciones en: Synthesis (Stuttgart)

Resumen

A straightforward and efficient diastereoselective synthesis of (S)- and (R)-α-phenylserine is reported. The key step involves an asymmetric Strecker reaction of a chiral N-sulfinyl ketimine, which was obtained from the commercially available 2-hydroxyacetophenone.