硅基交叉偶联反应在天然产物全合成中的应用。
Silicon-based cross-coupling reactions in the total synthesis of natural products.
机构信息
Roger Adams Laboratory, University of Illinois at Urbana-Champaign, 600 South Mathews Avenue, Urbana, IL 61801, USA.
出版信息
Angew Chem Int Ed Engl. 2010 Apr 12;49(17):2978-86. doi: 10.1002/anie.200905657.
Abstract
Unlike other variants of transition-metal-catalyzed cross-coupling reactions, those based on organosilicon donors have not been used extensively in natural product synthesis. However, recent advances such as: 1) the development of mild reaction conditions, 2) the expansion of substrate scope, 3) the development of methods to stereoselectively and efficiently introduce the silicon-containing moiety, 4) the development of a large number of sequential processes, and 5) the advent of bifunctional bis(silyl) linchpin reagents, signify the coming of age of silicon-based cross-coupling reactions. The following case studies illustrate how silicon-based cross-coupling reactions play a strategic role in constructing carbon-carbon bonds in selected target molecules.
摘要
与其他过渡金属催化交叉偶联反应变体不同，基于有机硅供体的反应在天然产物合成中尚未得到广泛应用。然而，最近的一些进展，如：1）温和反应条件的开发，2）底物范围的扩大，3）立体选择性和高效引入含硅部分的方法的发展，4）大量连续过程的开发，以及 5）双功能双（硅基）销试剂的出现，标志着基于硅的交叉偶联反应已经成熟。以下案例研究说明了基于硅的交叉偶联反应如何在构建选定目标分子中的碳-碳键方面发挥战略作用。
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