4.5 Article

Applied Enantioselective Aminocatalysis: α-Heteroatom Functionalization Reactions on the Carbapenem (β-Lactam Antibiotic) Core

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2015, Issue 3, Pages 638-646

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201403238

Keywords

Lactams; Nitrogen heterocycles; Amino acids; Organocatalysis; Synthetic methodology

Funding

  1. National Research Foundation (South Africa)
  2. University of KwaZulu Natal

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The carbapenem (beta-lactam antibiotic) scaffold serves as a useful nucleophile in organocatalytic diarylprolinol trimethylsilyl ether mediated alpha-heterofunctionalization reactions leading to the formation of diverse products that bear multiple stereocenters in high diastereoselectivity and moderate to good yields.

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