Jump to main content
Jump to site search

Issue 6, 2017
Previous Article Next Article

Studies on cyclization reactions of 3-amino-2,4-dihydroxybutanoic acid derivatives

Author affiliations

Abstract

A number of cyclic derivatives of 3-amino-2,4-dihydroxybutanoic acid are known in the literature but they are often prepared from other cyclic precursors. This study showed that the title compound too may serve as a convenient substrate for cyclization reactions. Using orthogonally-protected linear derivatives, regioselective cyclizations were performed, leading to original and highly-functionalized γ-lactones, oxazolidinones, oxazolines and aziridines. In these reactions a key role was played by the C3 nitrogen group function, while the C2 alcohol function showed no propensity for participation in cyclization reactions.

Graphical abstract: Studies on cyclization reactions of 3-amino-2,4-dihydroxybutanoic acid derivatives

Back to tab navigation

Supplementary files

Publication details

The article was received on 18 Dec 2016, accepted on 12 Jan 2017 and first published on 12 Jan 2017


Article type: Paper
DOI: 10.1039/C6OB02759H
Citation: Org. Biomol. Chem., 2017,15, 1453-1462
  •   Request permissions

    Studies on cyclization reactions of 3-amino-2,4-dihydroxybutanoic acid derivatives

    M. Esgulian, V. Belot, R. Guillot, S. Deloisy and D. J. Aitken, Org. Biomol. Chem., 2017, 15, 1453
    DOI: 10.1039/C6OB02759H

Search articles by author

Spotlight

Advertisements