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Catalytic Asymmetric Construction of Quaternary -Amino Acid Containing Pyrrolidines through 1,3-Dipolar Cycloaddition of Azomethine Ylides to -Aminoacrylates

期刊

CHEMISTRY-A EUROPEAN JOURNAL
卷 19, 期 21, 页码 6739-6745

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201300204

关键词

-amino acids; asymmetric catalysis; azomethine ylides; cycloaddition; silver

资金

  1. Fundamental Research Funds for the Central Universities
  2. Shanghai Committee of Science and Technology [11DZ2260600]
  3. National Natural Science Foundation of China [21172068]
  4. Shanghai Education Development Foundation [09SG28]

向作者/读者索取更多资源

The first catalytic enantioselective 1,3-dipolar cycloaddition of azomethine ylides to -aminoacrylate catalyzed by a AgOAc/ferrocenyl oxazolinylphosphine (FOXAP) system was developed, which exhibits excellent exo- and enantioselectivity (9299%ee). This process provides efficient access to useful 4-aminopyrrolidine-2,4-dicarboxylic acid (APDC)-like compounds containing a unique quaternary -amino acid unit.

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