Development of Novel Chloramphenicol Scaffold-Based Chiral Hydroxyl Oxazoline Ligands and Their Application to the Asymmetric Alkynylation of Isatins

作者：Chen, Lei; Huang, Guanxin; Liu, Minjie; Huang, Zedu; Chen, Fen-Er^*

来源：Advanced Synthesis & Catalysis, 2018, 360(18): 3497-3501.

DOI：10.1002/adsc.201800581

• asymmetric catalysis
• chloramphenicol base
• chiral hydroxyl oxazolines
• enantioselective alkynylation
• isatin

The synthesis of new chloramphenicol base-derived chiral hydroxyl oxazoline ligands, and their use in the first Zn(OTf)(2)-catalyzed enantio-selective alkynylation of isatins are described. This transformation features mild reaction conditions, a remarkably broad substrate scope, and excellent functional group tolerance, affording the corresponding tertiary propargylic alcohols in high yields and with high enantioselectivities. The application of chiral hydroxyl oxazolines as ligands in Zn(II)catalyzed asymmetric alkynylation reactions is unprecedented.

• 出版日期2018-9-17
• 单位复旦大学