Gao YY(1)(2), Zhang CL(1), Dai L(1)(2), Han YF(1)(2), Ye S(1)(2). Author information:
(1)Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of
Molecular Recognition and Function, CAS Research/Education Center for Excellence
in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences,
Beijing 100190, China.
(2)University of Chinese Academy of Sciences, Beijing 100049, China.
Following the well-recognized dynamic kinetic resolution (DKR) of hemiaminals with α-hydrogen under lipase and chiral DMAP catalysis, the unprecedented DKR of hemiaminals without α-hydrogen was developed via N-heterocyclic carbene catalyzed O-acylation of 3-hydroxy-3-trifluoromethylbenzosultams. The racemic hemiaminals without α-hydrogen were effectively racemized and differentiated by chiral NHCs under basic conditions. The resulting esters were obtained in high yields with good to high enantioselectivities.
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