Nickel-Catalyzed Alkoxy-Alkyl Interconversion with Alkylborane Reagents through C−O Bond Activation of Aryl and Enol Ethers
作者:Lin Guo、Xiangqian Liu、Christoph Baumann、Magnus Rueping
DOI:10.1002/anie.201607646
日期:2016.12.5
A nickel‐catalyzed alkylation of polycyclic aromatic methyl ethers as well as methyl enol ethers with B‐alkyl 9‐BBN and trialkylborane reagents that involves the cleavage of stable C(sp2)−OMe bonds is described. The transformation has a wide substrate scope and good chemoselectivity profile while proceeding under mild reaction conditions; it provides a versatile way to form C(sp2)−C(sp3) bonds that
描述了镍催化的多环芳族甲基醚以及甲基烯醇醚与B-烷基9-BBN和三烷基硼烷试剂的反应,涉及到稳定C(sp 2)-OMe键的裂解。该转化具有较宽的底物范围和良好的化学选择性,同时可在温和的反应条件下进行;它提供了一种形成C(sp 2)-C(sp 3)键的通用方法,该方法不会遭受β-氢化物消除。此外,提出了通过裂解惰性C-O键进行的选择性和顺序烷基化过程,以证明该方法的优势。