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.
University of Chinese Academy of Sciences, Beijing 100049, China.
Org Lett. 2021 Feb 19;23(4):1361-1366. doi: 10.1021/acs.orglett.1c00024. Epub 2021 Feb 3.
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 -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.
在手性 DMAP 和脂肪酶催化下，通过公认的带有氢的半胺的动态动力学拆分（DKR），发展了前所未有的无α-氢的半胺的 N-杂环卡宾催化的 -酰化 3-羟基-3-三氟甲基苯并恶唑烷酮的 DKR。在碱性条件下，无α-氢的外消旋半胺可被手性 NHC 有效外消旋和区分。所得酯以高收率和良好到高对映选择性获得。
