Synthesis of Chiral 1,4,2-Oxazaphosphepines

Oscar Salgado-Escobar; Leticia Chavelas-Hernández; Blanca E Domínguez-Mendoza; Irma Linzaga-Elizalde; Mario Ordoñez

doi:10.3390/molecules200813794

Synthesis of Chiral 1,4,2-Oxazaphosphepines

Molecules. 2015 Jul 29;20(8):13794-813. doi: 10.3390/molecules200813794.

Authors

Oscar Salgado-Escobar¹, Leticia Chavelas-Hernández², Blanca E Domínguez-Mendoza³, Irma Linzaga-Elizalde⁴, Mario Ordoñez⁵

Affiliations

¹ Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, 62209 Cuernavaca, Morelos, Mexico. ose@uaem.mx.
² Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, 62209 Cuernavaca, Morelos, Mexico. letychh@gmail.com.
³ Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, 62209 Cuernavaca, Morelos, Mexico. bed@uaem.mx.
⁴ Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, 62209 Cuernavaca, Morelos, Mexico. linzaga@uaem.mx.
⁵ Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Av. Universidad 1001, 62209 Cuernavaca, Morelos, Mexico. palacios@uaem.mx.

Abstract

Synthesis and structural characterization of 1,4,2-oxazaphosphepines is described. The 1,4,2-oxazaphosphepines were obtained from reaction of chiral 1,3-benzoxazines with dichlorophenylphosphine or triethyl phosphite. The configuration of some of these compounds was stablished by X-ray analysis.

Keywords: 1,3-benzoxazines; 1,4,2-oxazaphosphepines; aminophenols; chiral o-hydroxybenzylamines.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Phenols / chemical synthesis*
Phenols / chemistry*
Stereoisomerism

Substances

Phenols