Enantioselectivity Tunable Gold‐Catalyzed Intermolecular [3 + 2] Cycloaddition of N‐Allenamides with Nitrones.

Comprehensive Summary: A highly enantioselective gold‐catalyzed intermolecular [3 + 2] cycloaddition of N‐allenamides with nitrones was realized by the application of Ming‐Phos M6 as a chiral ligand. Both enantiomers of the cycloadducts with opposite configuration could be obtained in high yields with high regio‐ and enantioselectivity by the employment of either diastereomer of the chiral ligand. The acidic N—H bond (hydrogen bonding) of sulfinamide moiety of Ming‐Phos and pentaflurophenyl substituent (fluorine effect) may play important roles in enhancement of enantioselectivity, that is, Ming‐Phos is a multifunctional ligand in this transformation. [ABSTRACT FROM AUTHOR]