Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster, Germany.
Chemistry. 2010 Jan 11;16(2):402-12. doi: 10.1002/chem.200902222.
Silicon- and tin-containing molecules are versatile building blocks in organic synthesis. A stalwart method for their preparation relies on the stoichiometric use of silicon- and tin-based cuprates, although a few copper(I)-catalyzed or even copper-free protocols have been known for decades. In this Concept, we describe our efforts towards copper(I)-catalyzed carbon--silicon and also carbon--tin bond formations using soft bis(triorganosilyl) and bis(triorganostannyl) zinc reagents as powerful sources of nucleophilic silicon and tin. Conjugate addition, allylic substitution, and carbon--carbon multiple bond functionalization is now catalytic in copper!
含硅和锡的分子是有机合成中用途广泛的结构单元。其经典的制备方法依赖于硅和锡基金属铜试剂的化学计量使用,尽管几十年来人们已经知道了少数铜(I)催化甚至无铜的反应方案。在本综述中,我们描述了使用软双(三有机硅基)和双(三有机锡基)锌试剂作为亲核硅和锡的有效来源,实现铜催化的碳-硅和碳-锡键形成的努力。烯丙基取代和碳-碳多重键官能化现在可以实现铜催化!