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Amino-β-lactams in Ugi reaction: An efficient method for preparation of functionalized peptidomimetics

Vazdar, Katarina; Jerić, Ivanka (2018) Amino-β-lactams in Ugi reaction: An efficient method for preparation of functionalized peptidomimetics. Tetrahedron, 74 (52). pp. 7495-7506. ISSN 0040-4020

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Abstract

A synthetic strategy for the Ugi reaction on amino-β-lactam synthon 1 was developed. The Ugi reaction products 5 were obtained in satisfactory yields (47–78%) and generally, low diastereoselectivity (up to 72:28 dr). In case of Ugi products 5 derived from cyclohexylcarbaldehyde and amino-β-lactam 1, the reaction yields were lower (38–61%) but the products were obtained in high diastereoselectivity (>95:5).

Item Type: Article
Additional Information: K.V. and I.J. thank the Croatian Science Foundation, Grant number 3102 for financial support.
Uncontrolled Keywords: Ugi reaction ; Amino-β-lactams ; Peptidomimetics
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division of Organic Chemistry and Biochemistry
Projects:
Project titleProject leaderProject codeProject type
Višekomponentne reakcije u sintezi peptidnih mimetika-MIMICRyIVANKA JERIĆIP-2014-09-3102HRZZ
Depositing User: Ivanka Jerić
Date Deposited: 19 Nov 2019 12:47
URI: http://fulir.irb.hr/id/eprint/5069
DOI: 10.1016/j.tet.2018.11.028

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