Catalytic enantioselective intramolecular cyclization of N-aryl diazoamides using a titanium–BINOLate complex

Abstract

Described herein is the use of chiral titanium(IV)–BINOLate to formally implement catalytic asymmetric C(sp²)–H insertion using N-aryl α-diazoamides. The reaction most likely proceeds via initial asymmetric protonation at the α-carbon of the substrate, followed by the intramolecular electrophilic aromatic substitution.