Alessandro Pinna, A. Basso, Chiara Lambruschini
Jan 2, 2020
Citations
0
Influential Citations
4
Citations
Journal
RSC Advances
Abstract
Starting from easily accessible chiral enantiopure 1,2-amino alcohols and salicylaldehydes, a concise route to cyclic imines has been developed. These chiral cyclic imines undergo a highly diastereoselective Ugi–Joullié reaction to give trans tetrahydrobenzo[f][1,4]oxazepines with the introduction of up to 4 diversity inputs. The cis isomer may also be attained, thanks to a thermodynamically controlled base catalysed epimerization. Free secondary amines have been obtained using an unprecedented “removable” carboxylic acid.