Approach to Tertiary-Type β-Hydroxyl Carboxamides Through Sc(OTf)3-Catalyzed Addition of Ynamides and Ketones.
Yi-Wen LiuZhuo-Ya MaoXiao-Di NieChang-Mei SiBang-Guo WeiGuo-Qiang LinPublished in: The Journal of organic chemistry (2019)
An efficient approach to access functionalized tertiary-type β-hydroxyl carboxamides has been developed through Sc(OTf)3-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 3j-3r were prepared with excellent regioselectivities and outstanding diastereoselectivities.