Triflimide activation of a chiral oxazaborolidine leads to a more general catalytic system for enantioselective Diels-Alder addition.
The strong acid triflimide ((CF3SO2)2NH) protonates chiral oxazaborolidines to form superactive, stable, chiral Lewis acids which are highly effective catalysts for a wide variety of enantioselective Diels-Alder reactions, documented herein by more than 20 examples.
Ryu
Do Hyun
DH
Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts, 02138, USA.
Corey
E J
EJ