Shi Shun Annabelle L K, Tykwinski Rik R
Department of Chemistry, University of Alberta, Edmonton, Alberta, T6G 2G2, Canada.
Angew Chem Int Ed Engl. 2006 Feb 6;45(7):1034-57. doi: 10.1002/anie.200502071.
Over the past fifty years, hundreds of polyyne compounds have been isolated from nature. These often unstable molecules are found in sources as common as garden vegetables and as obscure as bacterial cultures. Naturally occurring polyynes feature a wide range of structural diversity and display an equally broad array of biological properties. Early synthetic efforts relied primarily on Cu-catalyzed, oxidative acetylenic homo- and heterocoupling reactions to assemble the polyyne framework. The past 25 years, however, have witnessed a renaissance in the field of polyyne natural product synthesis: transition-metal-catalyzed alkynylation reactions and asymmetric transformations have combined to substantially expand access to natural polyynes. This Review recounts these synthetic achievements and also highlights both the natural source(s) and biological relevance for many of these compounds.
在过去的五十年里，已有数百种聚炔化合物从自然界中分离出来。这些通常不稳定的分子存在于各种来源中，从常见的园艺蔬菜到像细菌培养物这样鲜为人知的来源。天然存在的聚炔具有广泛的结构多样性，并展现出同样广泛的生物学特性。早期的合成努力主要依靠铜催化的氧化炔烃均偶联和杂偶联反应来构建聚炔骨架。然而，在过去的25年里，聚炔天然产物合成领域迎来了复兴：过渡金属催化的炔基化反应和不对称转化相结合，极大地扩展了获取天然聚炔的途径。本综述叙述了这些合成成果，并突出了其中许多化合物的天然来源及生物学意义。
