Anhydrides as α,β-unsaturated acyl ammonium precursors: Isothiourea-promoted catalytic asymmetric annulation processes

Abstract

The asymmetric annulation of a range of α,β-unsaturated acyl ammonium intermediates, formed from isothiourea HBTM 2.1 and anhydrides with either 1,3-dicarbonyls, β-ketoesters or azaaryl ketones gives either functionalised esters (upon ring opening), dihydropyranones or dihydropyridones in good yields (up to 93%) and high enantioselectivity (up to 97% ee). © 2013 Royal Society of Chemistry.