New Syntheses of enantiopure 2-methyl isoserines

  1. Avenoza, A. 1
  2. Busto, J.H. 1
  3. Corzana, F. 1
  4. Jiménez-Osés, G. 1
  5. París, M. 1
  6. Peregrina, J.M. 1
  7. Sucunza, D. 1
  8. Zurbano, M.M. 1
  1. 1 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

Zeitschrift:
Tetrahedron: Asymmetry

ISSN: 0957-4166

Datum der Publikation: 2004

Ausgabe: 15

Nummer: 1

Seiten: 131-137

Art: Artikel

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DOI: 10.1016/J.TETASY.2003.09.051 SCOPUS: 2-s2.0-0346787777 WoS: WOS:000187893400021 GOOGLE SCHOLAR

Andere Publikationen in: Tetrahedron: Asymmetry

Institutionelles Repository: lock_openOpen Access Editor

Zusammenfassung

Herein we describe the synthesis of the two enantiomerically pure 3-amino-2-hydroxy-2-methylpropionic acids - (S)- and (R)-α-methyl isoserines - starting from the chiral diols (S)- and (R)-2,3-dihydroxy-N- methoxy-2,N-dimethylpropionamides, respectively, which were obtained by Sharpless asymmetric dihydroxylation (AD) of the olefin N-methoxy-2,N- dimethylacrylamide with AD-mix α or β as chiral catalytic ligands. © 2003 Elsevier Ltd. All rights reserved.