Dynamic Kinetic Resolution of α-Trifluoromethyl Hemiaminals without α-Hydrogen via NHC-Catalyzed O-Acylation
| Autor: | Chun-Lin Zhang, Yuan-Yuan Gao, You-Feng Han, Lei Dai, Song Ye |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
Trifluoromethyl
Hydrogen biology 010405 organic chemistry Organic Chemistry chemistry.chemical_element 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Catalysis Kinetic resolution chemistry.chemical_compound O acylation chemistry biology.protein Physical and Theoretical Chemistry Lipase Carbene |
| Zdroj: | Organic Letters. 23:1361-1366 |
| ISSN: | 1523-7052 1523-7060 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|