Asymmetric Synthesis of Diastereomerically and Enantiomerically Pure, 3-Substituted (2S,3R)-N-Methylserine Esters

Beulshausen, Tessa; Groth, Ulrich; Schöllkopf, Ulrich

Asymmetric Synthesis of Diastereomerically and Enantiomerically Pure, 3-Substituted (2S,3R)-N-Methylserine Esters

Dateien

Asymmetric_Synthesis_of_Diastereomerically_and_Enantiomerically_.pdfGröße: 434.11 KBDownloads: 284

Datum

1992

Autor:innen

Beulshausen, Tessa

Groth, Ulrich

Schöllkopf, Ulrich

Open Access-Veröffentlichung

Open Access Green

Sammlungen

Chemie

Publikationstyp

Zeitschriftenartikel

Publikationsstatus

Published

Erschienen in

Liebigs Annalen der Chemie. 1992, 1992(5), pp. 523-526. ISSN 0170-2041. eISSN 1099-0690. Available under: doi: 10.1002/jlac.199219920190

Zusammenfassung

A novel method for the synthesis of N-methylserines has been developed. The oxazolidines 4 are formed by condensation of the serine methyl esters 1 with formaldehyde. These intermediates are subsequently reduced to the N-methylserine methyl esters 9 by an acid-catalyzed ring opening via their iminium ions 2 with triethylsilane/trifluoroacetic acid.

Fachgebiet (DDC)

540 Chemie

Schlagwörter

Serine derivatives, Bislactim ether method

Zitieren

ISO 690

BEULSHAUSEN, Tessa, Ulrich GROTH, Ulrich SCHÖLLKOPF, 1992. Asymmetric Synthesis of Diastereomerically and Enantiomerically Pure, 3-Substituted (2S,3R)-N-Methylserine Esters. In: Liebigs Annalen der Chemie. 1992, 1992(5), pp. 523-526. ISSN 0170-2041. eISSN 1099-0690. Available under: doi: 10.1002/jlac.199219920190

BibTex

@article{Beulshausen1992Asymm-9671,
  year={1992},
  doi={10.1002/jlac.199219920190},
  title={Asymmetric Synthesis of Diastereomerically and Enantiomerically Pure, 3-Substituted (2S,3R)-N-Methylserine Esters},
  number={5},
  volume={1992},
  issn={0170-2041},
  journal={Liebigs Annalen der Chemie},
  pages={523--526},
  author={Beulshausen, Tessa and Groth, Ulrich and Schöllkopf, Ulrich}
}

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