College of Sciences, Henan Agricultural University, Zhengzhou, Henan 450002, China.
Org Lett. 2021 Feb 19;23(4):1285-1290. doi: 10.1021/acs.orglett.0c04268. Epub 2021 Feb 2.
An efficient copper(I)-catalyzed enyne oxidation/cyclopropanation for the modular synthesis of cyclopropane derivatives is described, which represents the first non-noble metal-catalyzed enynes oxidation/cyclopropanation by the in situ generated α-oxo copper carbenes. This protocol allows the assembly of valuable cyclopropane-γ-lactams in generally good to excellent yields with excellent diastereoselectivity. More significantly, the enantioselective version of enyne oxidation/cyclopropanation has been disclosed with chiral copper catalysts.
本文描述了一种高效的铜(I)催化的炔氧化/环丙烷化反应,用于模块合成环丙烷衍生物,这代表了首例通过原位生成的α-氧代铜卡宾实现的非贵金属催化的炔氧化/环丙烷化反应。该方法可以以一般良好至优异的收率和优异的非对映选择性来构建有价值的环丙烷-γ-内酰胺。更重要的是,通过手性铜催化剂实现了炔氧化/环丙烷化的对映选择性版本。