Asymmetric Synthesis of Methyl (2R,3S)-2-Amino-3-cyclopropyl-3-hydroxyalkanoates via Diastereoselective Simmons-Smith Reactions

Kurzanzeige
dc.contributor.authorGroth, Ulrich
dc.contributor.authorSchöllkopf, Ulrichdeu
dc.contributor.authorTiller, Thomasdeu
dc.date.accessioned2011-03-24T18:16:20Zdeu
dc.date.available2011-03-24T18:16:20Zdeu
dc.date.issued1991deu
dc.description.abstractThe cyclopropanation of the bislactim ethers 3 with diiodo-hymethanes and diethylzinc proceeds in good yields and with high diastereoselectivities, affording the cyclopropyl bislactim ethers 6. Protection of the hydroxy group and subsequent hydrolysis furnish virtually enantiomerically and diastereo merically pure methyl (2R,3S)-2-amino-3-cyclopropyl-3-droxyalkanoates 8. The bislactim ethers of type 3 are obtained by a known method diastereomerically pure, starting from the bislactim ether of cycle(-L-Val-Gly-).deu
dc.description.versionpublished
dc.format.mimetypeapplication/pdfdeu
dc.identifier.citationFirst publ. in: Liebigs Annalen der Chemie ; (1991), 9. - pp. 857-860deu
dc.identifier.ppn27708556Xdeu
dc.identifier.urihttp://kops.uni-konstanz.de/handle/123456789/10064
dc.language.isoengdeu
dc.legacy.dateIssued2008deu
dc.rightsAttribution-NonCommercial-NoDerivs 2.0 Generic
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/2.0/
dc.subjectSerinedeu
dc.subject3-cyclopropyl derivativesdeu
dc.subjectSimmons-Smith reactiondeu
dc.subjectdiastereoselectivedeu
dc.subjectBislactim ether methoddeu
dc.subject.ddc540deu
dc.titleAsymmetric Synthesis of Methyl (2R,3S)-2-Amino-3-cyclopropyl-3-hydroxyalkanoates via Diastereoselective Simmons-Smith Reactionseng
dc.typeJOURNAL_ARTICLEdeu
dspace.entity.typePublication
kops.citation.bibtex
@article{Groth1991Asymm-10064,
  year={1991},
  title={Asymmetric Synthesis of Methyl (2R,3S)-2-Amino-3-cyclopropyl-3-hydroxyalkanoates via Diastereoselective Simmons-Smith Reactions},
  number={9},
  issn={0170-2041},
  journal={Liebig's Annalen der Chemie},
  pages={857--860},
  author={Groth, Ulrich and Schöllkopf, Ulrich and Tiller, Thomas}
}
kops.citation.iso690GROTH, Ulrich, Ulrich SCHÖLLKOPF, Thomas TILLER, 1991. Asymmetric Synthesis of Methyl (2R,3S)-2-Amino-3-cyclopropyl-3-hydroxyalkanoates via Diastereoselective Simmons-Smith Reactions. In: Liebig's Annalen der Chemie. 1991(9), pp. 857-860. ISSN 0170-2041deu
kops.citation.iso690GROTH, Ulrich, Ulrich SCHÖLLKOPF, Thomas TILLER, 1991. Asymmetric Synthesis of Methyl (2R,3S)-2-Amino-3-cyclopropyl-3-hydroxyalkanoates via Diastereoselective Simmons-Smith Reactions. In: Liebig's Annalen der Chemie. 1991(9), pp. 857-860. ISSN 0170-2041eng
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