通过 Sc(OTf)催化的酰亚胺和酮的加成反应合成三级 β-羟酰胺
Approach to Tertiary-Type β-Hydroxyl Carboxamides Through Sc(OTf)-Catalyzed Addition of Ynamides and Ketones.
机构信息
Institutes of Biomedical Sciences and School of Pharmacy , Fudan University , 220 Handan Road , Shanghai 200433 , China.
Shanghai Institute of Organic Chemistry , Chinese Academy of Sciences , 345 Lingling Road , Shanghai 200032 , China.
出版信息
J Org Chem. 2019 Dec 20;84(24):16254-16261. doi: 10.1021/acs.joc.9b02854. Epub 2019 Dec 12.
An efficient approach to access functionalized tertiary-type β-hydroxyl carboxamides has been developed through Sc(OTf)-catalyzed addition of ynamides and substituted ketones. Water was found to be an important reaction substrate, and the solvent was not needed in this process. A broad range of substituted ynamides and ketones was well applicable to the reaction with excellent chemical selectivities. Moreover, several chiral β-hydroxyl carboxamides were prepared with excellent regioselectivities and outstanding diastereoselectivities.
通过 Sc(OTf)催化的酰亚胺和取代酮的加成反应，开发了一种有效合成功能化的三级型β-羟基酰胺的方法。研究发现水是一种重要的反应底物，在此过程中不需要溶剂。各种取代的酰亚胺和酮都可以很好地与该反应兼容，具有优异的化学选择性。此外，还制备了几种手性β-羟基酰胺，具有优异的区域选择性和出色的非对映选择性。
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