1.
Org Biomol Chem
; 9(6): 1831-8, 2011 Mar 21.
Artículo
en Inglés
| MEDLINE
| ID: mdl-21267501
RESUMEN
5-Substituted 6,7-dihydrodibenz[c,e]azepines, a class of secondary amine incorporating a centre-axis chirality relay, are accessible from 1-substituted N-(2-bromobenzyl)-1-phenylmethanamines via N-acylation and ring-closing intramolecular direct arylation. The ring closure proceeds with high atropodiastereoselectivity due to strain effects that are induced by trigonalisation of the nitrogen atom, as predicted using molecular mechanics calculations.