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Updated: Aug 30, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Highly diastereoselective synthesis of C6-functionalized dihydroimidazotriazines
Ethel Garnier1, Jérôme Guillard, Eric Pasquinet
1Institut de Chimie Organique et Analytique (ICOA), UMR-CNRS 6005, Laboratoire de Recherche Correspondant CEA numéro M09, Université d'Orléans, France.
Abstract:
[reaction: see text] The first examples of C(6)-substituted 7-hydroxy-6,7-dihydro-5H-imidazo[1,2-b][1,2,4]triazines have been prepared by ring closure of different 5(2H)-1,2,4-triazin-3-ones 1a-c with 40% aqueous glyoxal and various nucleophiles (alcohols, thiols, or amines). The structure and exact stereochemistry of 2a was established by a single X-ray diffraction study and (1)H and (13)C NMR spectra analysis. The process was shown to be totally regio- and diastereoselective. A mechanism involving an imine intermediate was proposed.
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