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

Beulshausen, Tessa; Groth, Ulrich; Schöllkopf, Ulrich

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

Files

Asymmetric_Synthesis_of_Diastereomerically_and_Enantiomerically_Pure.pdf(330.55 KB)

Date

1991

Authors

Beulshausen, Tessa

Groth, Ulrich

Schöllkopf, Ulrich

Publication type

Journal article

Published in

Liebigs Annalen der Chemie ; 1991 (1991), 11. - pp. 1207-1209. - ISSN 0170-2041. - eISSN 1099-0690

Abstract

The titanium derivative 2 of the bislactim ether 1 of cyclo(-LVal-Gly-) reacts with aldehydes and ketones 3 highly diastereoselectively to give the syn-addition products 4. Upon hydrolysis with diluted trifluoroacetic acid the compounds 4 yield besides methyl L-valinate the (2R,BS)-threo-serinme ethyl esters 5.

Subject (DDC)

540 Chemistry

Keywords

Serine,3-substituted,methyl esters,Bislactim ether method

Cite This

ISO 690

BEULSHAUSEN, Tessa, Ulrich GROTH, Ulrich SCHÖLLKOPF, 1991. Asymmetric Synthesis of Diastereomerically and Enantiomerically Pure 3-Substituted (2R,3S)-Serine Methyl Esters. In: Liebigs Annalen der Chemie. 1991(11), pp. 1207-1209. ISSN 0170-2041. eISSN 1099-0690. Available under: doi: 10.1002/jlac.1991199101206

BibTex

@article{Beulshausen1991Asymm-9734,
  year={1991},
  doi={10.1002/jlac.1991199101206},
  title={Asymmetric Synthesis of Diastereomerically and Enantiomerically Pure 3-Substituted (2R,3S)-Serine Methyl Esters},
  number={11},
  volume={1991},
  issn={0170-2041},
  journal={Liebigs Annalen der Chemie},
  pages={1207--1209},
  author={Beulshausen, Tessa and Groth, Ulrich and Schöllkopf, Ulrich}
}

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