Diels-Alder Reaction (Butadiene + Ethylene)

概述

A conjugated diene (1,3-butadiene) reacts with a dienophile (ethylene) in a [4+2] cycloaddition to form cyclohexene. This pericyclic reaction proceeds through a concerted mechanism with no intermediates, forming two new carbon-carbon bonds and a six-membered ring simultaneously.

参与者

日常示例

Otto Diels and Kurt Alder won the 1950 Nobel Prize for discovering this reaction, which is taught in every organic chemistry course.

工业重要性

狄尔斯-阿尔德反应是合成六元碳环的最重要方法之一，广泛用于制药工业、萜类天然产物合成以及聚合物材料的制备。