One-pot diastereo- and enantioselective hydrosilylation–transacylation of α-acyloxy β-enamino esters

Autor: Jiayan Zhang, Hui Chen, Xingjie Dai, Wei-Cheng Yuan, Xiao-Mei Zhang, Shuowen Yu, Xiao-Ying Xu, Wang Zhouyu, Shaobing Cheng, Guanglin Weng
Rok vydání: 2018
Předmět:
Zdroj: Organic Chemistry Frontiers. 5:2787-2793
ISSN: 2052-4129
DOI: 10.1039/c8qo00602d
Popis: A one-pot diastereo- and enantioselective hydrosilylation–transacylation of N-unprotected α-acyloxy β-enamino esters was realized. By using an easily accessible novel chiral Lewis base as a catalyst, this transformation allowed for the direct synthesis of highly enantioenriched α-hydroxyl-β-acylamido esters (up to >20 : 1 dr and 99% ee). The absolute configurations of two products were assigned by comparison of the optical rotations with the literature and the absolute configurations of other products were determined accordingly.
Databáze: OpenAIRE