Asymmetric catalysis of Diels–Alder cycloaddition by a β-amino alcohol derived boron complex: reasonable transition-state assembly for one-directional diene approach

Abstract

Asymmetric Diels–Alder reactions of glyoxylate with acid-labile Danishefsky dienes are catalysed in high enantio- and cis(endo)-diastereo-selectivity by a chiral amino alcohol derived boron complex, via the favourable transition-state assembly for one-directional diene-approach from the site proximal to the sulfonylamino moiety.