Département de chimie moléculaire

A practical sequence for the synthesis of optically active heteroaryl alpha-(hydroxyamino) esters was explored. The highly diastereoselective addn. of heteroaroms. to a cyclic chiral nitrone allowed access to a series of heteroaryl hydroxylamines. The scope of this reaction was evaluated on substrates possessing a pyrrole, an indole, or a furan core. The three-step sequence afforded the alpha-(hydroxyamino) esters in good overall yields (36-62 %) with good enantiomeric excess values (76 to ≥98 %).