School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, 510006, China.
Org Biomol Chem. 2018 Nov 21;16(45):8677-8685. doi: 10.1039/c8ob02420k.
Metal carbene, as a reactive intermediate, has shown versatile applications in modern organic synthesis. One of the priorities in this area is exploration of stable carbene precursors with structural diversity. Catalytic carbene/alkyne metathesis (CAM) with readily available and stable materials, such as α-carbonyl diazo compounds, provides an effective approach for the in situ generation of vinyl carbene intermediates, which is difficult to directly access with other carbene precursors. Thus, novel cascade transformations involving the CAM process for the straightforward construction of polycyclic frameworks have been well documented. Challenges including side reaction control and asymmetric catalysis in this area need to be explored. This review will summarize the recent advances in this field and be divided by the type of the terminating carbene reactions.
金属卡宾作为一种反应中间体,在现代有机合成中显示出了多样的应用。该领域的重点之一是探索具有结构多样性的稳定卡宾前体。使用易于获得且稳定的材料(如α-羰基重氮化合物)进行催化卡宾/炔烃交叉复分解(CAM)反应,可以有效地原位生成乙烯基卡宾中间体,而使用其他卡宾前体则难以直接获得。因此,涉及 CAM 过程的新型级联转化反应已被很好地记录在案,用于直接构建多环骨架。该领域需要探索的挑战包括副反应控制和不对称催化。本文综述了该领域的最新进展,并根据终止卡宾反应的类型进行了分类。