4.4 Article

Synthesis of β-lactam peptidomimetics through Ugi MCR: first application of chiral Nβ-Fmoc amino alkyl isonitriles in MCRs

Journal

TETRAHEDRON LETTERS
Volume 52, Issue 43, Pages 5620-5624

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.08.090

Keywords

Ugi 4C-3CR; N-beta-Fmoc amino alkyl isonitriles; beta-Lactam peptidomimetics; L-Aspartic acid alpha-methyl ester/peptide ester

Funding

  1. Department of Science and Technology, Govt. of India [SR/S1/OC-26/2008]

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Chiral N-beta-Fmoc amino alkyl isonitriles were employed in Ugi multi component reactions (Ugi 4C-3CR) to obtain functionalized beta-lactam peptidomimetics with L-aspartic acid alpha-methyl ester/peptide ester and organic aldehydes. The reactions were carried out in MeOH. Thirteen Ugi products have been prepared in good to moderate yields with good diastereoselectivities. (C) 2011 Elsevier Ltd. All rights reserved.

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