Lewis acid-catalyzed asymmetric synthesis of complex chiral-fluorinated aminoesters via addition of acyclic silyl dienolates to α-fluoroalkyl sulfinylimines

Abstract

<p>A Lewis acid-catalyzed asymmetric addition reaction of β-methyl- or γ-methyl-substituted acyclic silyl dienolates <b>2</b> with α-fluoroalkylsulfinylimines <b>1</b> furnished complex fluorinated aminoesters in high yield under stereocontrol. Two different transition states were proposed to explain the observed selectivity.</p