title: Studies on cyclization reactions of 3-amino-2,4-dihydroxybutanoic acid derivatives.
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.
authors.affiliation: CP3A Organic Synthesis Group and Services Communs, ICMMO, CNRS, Université Paris-Sud, Université Paris-Saclay, 15 rue Georges Clemenceau, 91405 Orsay cedex, France. david.aitken@u-psud.fr.
authors.forename: Mathieu
authors.identifier: http://orcid.org/0000-0002-2723-4734
authors.initials: M
authors.lastname: Esgulian
authors.affiliation: CP3A Organic Synthesis Group and Services Communs, ICMMO, CNRS, Université Paris-Sud, Université Paris-Saclay, 15 rue Georges Clemenceau, 91405 Orsay cedex, France. david.aitken@u-psud.fr.
authors.forename: Vincent
authors.initials: V
authors.lastname: Belot
authors.affiliation: CP3A Organic Synthesis Group and Services Communs, ICMMO, CNRS, Université Paris-Sud, Université Paris-Saclay, 15 rue Georges Clemenceau, 91405 Orsay cedex, France. david.aitken@u-psud.fr.
authors.forename: Régis
authors.identifier: http://orcid.org/0000-0002-9003-0670
authors.initials: R
authors.lastname: Guillot
authors.affiliation: CP3A Organic Synthesis Group and Services Communs, ICMMO, CNRS, Université Paris-Sud, Université Paris-Saclay, 15 rue Georges Clemenceau, 91405 Orsay cedex, France. david.aitken@u-psud.fr.
authors.forename: Sandrine
authors.initials: S
authors.lastname: Deloisy
authors.affiliation: CP3A Organic Synthesis Group and Services Communs, ICMMO, CNRS, Université Paris-Sud, Université Paris-Saclay, 15 rue Georges Clemenceau, 91405 Orsay cedex, France. david.aitken@u-psud.fr.
authors.forename: David J
authors.identifier: http://orcid.org/0000-0002-5164-6042
authors.initials: DJ
authors.lastname: Aitken