Asymmetric Synthesis of Diastereomerically and Enantiomerically Pure 3-Substituted (2R,3S)-Serine Methyl Esters
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| Type of Publication: | Journal article |
| URI (citable link): | http://nbn-resolving.de/urn:nbn:de:bsz:352-opus-47305 |
| Author: | Beulshausen, Tessa; Groth, Ulrich; Schöllkopf, Ulrich |
| Year of publication: | 1991 |
| Published in: | Liebigs Annalen der Chemie ; 1991 (1991), 11. - pp. 1207-1209. - ISSN 0170-2041. - eISSN 1099-0690 |
| DOI (citable link): | https://dx.doi.org/10.1002/jlac.1991199101206 |
| Summary: |
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.
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| Subject (DDC): | 540 Chemistry |
| Keywords: | Serine, 3-substituted, methyl esters, Bislactim ether method |
| Link to License: | Attribution-NonCommercial-NoDerivs 2.0 Generic |
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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
@article{Beulshausen1991Asymm-9734, title={Asymmetric Synthesis of Diastereomerically and Enantiomerically Pure 3-Substituted (2R,3S)-Serine Methyl Esters}, year={1991}, doi={10.1002/jlac.1991199101206}, 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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