Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology, Okayama University , 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan.
J Org Chem. 2014 Jan 3;79(1):285-95. doi: 10.1021/jo4024057. Epub 2013 Dec 16.
The synthesis of a series of gem- and vic-diborylated vinylsilanes was accomplished via highly selective transition-metal-catalyzed syn-dimetalation to the alkynylmetal species. This protocol served as a general synthetic method toward regio- and stereodefined multisubstituted olefins. The key steps are the diastereoselective Suzuki-Miyaura cross-coupling reactions of gem- and vic-diborylated vinylsilanes, in which the two boron groups showed discrete reactivities to afford diverse precursors of multisubstituted olefins.
通过高度选择性的过渡金属催化 syn-二金属化反应，合成了一系列的全取代和邻位取代的二硼化乙烯基硅烷。该方法是一种构建区域和立体选择性多取代烯烃的通用合成方法。关键步骤是全取代和邻位取代的二硼化乙烯基硅烷的立体选择性铃木-宫浦交叉偶联反应，其中两个硼基团表现出不同的反应活性，从而提供了多种多取代烯烃的前体。
