A novel one-pot, two-step synthesis of N-acyl-1,3-thiazolidines and N-acyl-1,3-oxazolidines as potential double prodrugs of formaldehyde

Abstract : A convenient and general one-pot, two-step protocol to prepare both N-acyl-1,3-thiazolidines and N-acyl-1,3-oxazolidines from formaldehyde, fatty acyl chlorides, and natural α-amino acids has been performed for the peculiar case of formaldehyde. In the presence of triethylamine to promote both the ring-forming process and the amide bond formation, subsequent addition of the acyl donor proved to be efficient to trap the preformed stable formaldehyde-derived 1,3-thiazolidine or the transient 1,3-oxazolidine using an appropriate ratio of formaldehyde.
Type de document :
Article dans une revue
Tetrahedron Letters, Elsevier, 2011, 52 (13), pp.1444--1447. 〈10.1016/j.tetlet.2011.01.049〉
Domaine :
Liste complète des métadonnées

http://hal.univ-reunion.fr/hal-01188124
Contributeur : Claire Tessier <>
Soumis le : vendredi 28 août 2015 - 15:06:59
Dernière modification le : dimanche 5 novembre 2017 - 15:58:05

Identifiants

Collections

Citation

Audrey Martinez, Jimmy Sélambarom. A novel one-pot, two-step synthesis of N-acyl-1,3-thiazolidines and N-acyl-1,3-oxazolidines as potential double prodrugs of formaldehyde. Tetrahedron Letters, Elsevier, 2011, 52 (13), pp.1444--1447. 〈10.1016/j.tetlet.2011.01.049〉. 〈hal-01188124〉

Partager

Métriques

Consultations de la notice

29