Liu Yu-Kun, Gu Xing-Wei, Wu Xiao-Feng
Leibniz-Institut für Katalyse e. V., Albert-Einstein-Straße 29a, 18059 Rostock, Germany.
Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China.
Org Lett. 2025 Feb 7;27(5):1316-1321. doi: 10.1021/acs.orglett.5c00087. Epub 2025 Jan 27.
A palladium-catalyzed alkoxycarbonylation with two different alcohols for the synthesis of cyclobutanecarboxylates bearing an α-quaternary carbon center is presented. The reaction utilizes readily accessible starting materials, tolerates a broad scope of functional groups, and provides a straightforward and efficient approach for the synthesis of a diverse array of cyclobutanecarboxylates bearing an α-quaternary carbon. Meanwhile, this strategy effectively prevents the transition-metal-catalyzed ring-opening of cyclobutanols, preserves the cyclobutane framework, and affords 1,1-disubstituted cyclobutanecarboxylates in high yields with excellent regioisomeric ratios.
本文报道了一种钯催化的用两种不同醇进行的烷氧基羰基化反应,用于合成带有α-季碳中心的环丁烷羧酸酯。该反应使用易于获得的起始原料,能耐受多种官能团,并为合成各种带有α-季碳的环丁烷羧酸酯提供了一种直接且高效的方法。同时,该策略有效地防止了环丁醇的过渡金属催化开环,保留了环丁烷骨架,并以高收率和优异的区域异构体比例得到1,1-二取代的环丁烷羧酸酯。