Asymmetric Synthesis of alpha-Allenylglycines

Bucuroaia, Carmen; Groth, Ulrich; Huhn, Thomas; Klinger, Michael

Asymmetric Synthesis of alpha-Allenylglycines

Dateien

allenylglycine.pdfGröße: 6.33 MBDownloads: 349

Datum

2009

Open Access-Veröffentlichung

Open Access Green

Sammlungen

Chemie

Publikationstyp

Zeitschriftenartikel

Publikationsstatus

Published

Erschienen in

European Journal of Organic Chemistry. 2009, 2009(21), pp. 3605-3612. ISSN 1434-193X. eISSN 1099-0690. Available under: doi: 10.1002/ejoc.200900462

Zusammenfassung

The coupling of the homocuprate of the bislactim ether of cyclo-(-L-Val-Gly-) with primary propargyl halides produces allenyl-substituted bislactim ethers in a highly diastereoselective manner, whereas the alkylation of the lithiated bislactim ether of cyclo-(-L-Val-Gly-) yields propargyl-substituted bislactim ethers. Subsequent hydrolysis affords, after protection of the amino group, methyl alpha-allenylglycinates, alpha -allenylglycines, and methyl alpha-propargylglycinates 17

Fachgebiet (DDC)

540 Chemie

Schlagwörter

Asymmetric synthesis, Amino acids, Cuprates, Allenes, Alkynes

Zitieren

ISO 690

BUCUROAIA, Carmen, Ulrich GROTH, Thomas HUHN, Michael KLINGER, 2009. Asymmetric Synthesis of alpha-Allenylglycines. In: European Journal of Organic Chemistry. 2009, 2009(21), pp. 3605-3612. ISSN 1434-193X. eISSN 1099-0690. Available under: doi: 10.1002/ejoc.200900462

BibTex

@article{Bucuroaia2009Asymm-9586,
  year={2009},
  doi={10.1002/ejoc.200900462},
  title={Asymmetric Synthesis of alpha-Allenylglycines},
  number={21},
  volume={2009},
  issn={1434-193X},
  journal={European Journal of Organic Chemistry},
  pages={3605--3612},
  author={Bucuroaia, Carmen and Groth, Ulrich and Huhn, Thomas and Klinger, Michael}
}

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