The Development of Carbon-Carbon Bond Forming Process Using Aluminum Metal as A Electron Pool

铝金属是一个电子池（还原剂），其中涉及大量的活性电子。我们已经证明，一个不同的功能基团和碳-碳键形成反应的转化是选择性地实现了一个新的电子转移过程中使用铝金属作为电子源。在这个项目中，我们研究了以下基本课题，以开发实用的工艺。(a)从铝金属表面的电子转移过程高度依赖于溶剂、另一种氧化还原金属和添加剂。为了实现最有效的电子转移体系，我们研究了双金属氧化还原体系。(b)由过渡金属、还原性金属和电子池金属组成的多金属氧化还原体系可以实现多种碳-碳键形成的有机反应。作为一个例子，开发了一个容易的偶联反应的烯基卤化物导致二烯。(c)将氧化还原体系应用于β-内酰胺类化合物的转化，开发了实用的抗生素合成新工艺。

Aluminum metal is an electron pool (reducing agent) which involves a lot of reactive electrons. We have demonstrated that a diverse transformation of functional groups and carbon-carbon bond forming reactions are selectively achieved by a new electron transfer process using aluminum metal as an electron source. In this project, we have investigated the following fundamental subjects in order to develop practical processes.(a) The electron transfer process from the surface of aluminum metal is highly dependent on the solvent, another redox metal, and additives. We have studied the bimetal redox system to realize the most efficient electron transfer system for the purposes.(b) Some multi metal redox systems consisting of transition metal, reducing metal, and electron pool metal have been found to achieve a variety of organic reactions involving carbon-carbon bond formation. As an example, a facile coupling reaction of alkenyl halides leading to dienes was developed.(c) The redox systems have been applied to the transformation of beta-lactam compounds and new practical synthetic processes of the antibiotics have been developed.