Hydrogen-Bond-Activated Palladium-Catalyzed Allylic Alkylation via Allylic Alkyl Ethers: Challenging Leaving Groups

• DOI: 10.1021/ol5000988
• Publication Date: 2014-03-12T16:35:24Z
• Authors: Xiaohong Huo; Mao Quan; Guoqiang Yang; Xiaohu Zhao; Delong Liu; Yangang Liu; Wanbin Zhang
• Keywords: Tsuji–Trost reaction; Enantiopure drug; Bond cleavage

C–O bond cleavage of allylic alkyl ether was realized in a Pd-catalyzed hydrogen-bond-activated alkylation using only alcohol solvents. This procedure does not require any additives and proceeds with high regioselectivity. The applicability this transformation to variety functionalized substrates also investigated. Furthermore, methodology can be easily extended the asymmetric synthesis enantiopure products (99% ee).