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

Chemical Communications Pub Date: 2014-02-04 DOI: 10.1039/C3CC49837A

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.

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