State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou Gansu 730000, PR China.
Org Lett. 2012 Jun 15;14(12):3218-21. doi: 10.1021/ol301220s. Epub 2012 Jun 5.
An unexpected Cu-catalyzed oxidative cleavage of the C(sp(3))-C(sp(3)) bond in glycol ethers by using air or molecular oxygen as the terminal stoichiometric oxidant is demonstrated. As a result, the corresponding α-acyloxy ethers and formates of 1,2-ethanediol are formed by direct coupling of carboxylic acids and aldehydes with glycol ethers under the reaction conditions. This method represents the first example of Cu-catalyzed aerobic cleavage of saturated C-C bond in ethers.
本文报道了一种铜催化的醇醚 C(sp(3))-C(sp(3))键的氧化断裂反应，该断裂反应可在温和条件下，以空气或分子氧作为末端计量氧化剂实现。在该反应条件下，醇醚与羧酸和醛直接偶联，生成相应的α-烷氧基醚和 1,2-乙二醇的甲酸盐。该方法代表了首例铜催化的醚类中饱和 C-C 键的有氧断裂反应。
