Silver-Catalyzed Controlled Intermolecular Cross-Coupling of Silyl Enol Ethers: Scalable Access to 1,4-Diketones

• DOI: 10.1021/acs.orglett.2c01477
• Publication Date: 2022-06-17T12:53:32Z
• Authors: Li Xu; Xiaoyi Liu; Gregory R. Alvey; Andrey Shatskiy; Jian-Quan Liu; Markus D. Kärkäs; Xiang-Shan Wang
• Keywords: 01 natural sciences; 0104 chemical sciences

A protocol for silver-catalyzed controlled intermolecular cross-coupling of silyl enolates is disclosed. The protocol displays good functional group tolerance and allows efficient preparation of a series of synthetically useful 1,4-diketones. Preliminary mechanistic investigations suggest that the reaction proceeds through a one-electron process involving free radical species in which PhBr acts as the oxidant.