Nibbs Antoinette E, Scheidt Karl A
Department of Chemistry, Center for Molecular Innovation and Drug Discovery, Chemistry of Life Processes Institute, Silverman Hall, Northwestern University, Evanston, IL 60208, USA, , http://chemgroups.northwestern.edu/scheidt.
European J Org Chem. 2012 Jan;2012(3):449-462. doi: 10.1002/ejoc.201101228. Epub 2011 Dec 9.
Flavanones, chromanones, and related structures are privileged natural products that display a wide variety of biological activities. Although flavanoids are abundant in nature, there are a limited number of available general and efficient synthetic methods for accessing molecules of this class in a stereoselective manner. Their structurally simple architectures belie the difficulties involved in installation and maintenance of the stereogenic configuration at the C2 position, which can be sensitive and can undergo epimerization under mildly acidic, basic, and thermal reaction conditions. This review presents the methods currently used to access these related structures. The synthetic methods include manipulation of the flavone/flavanone core, carbon-carbon bond formation, and carbon-heteroatom bond formation.
黄烷酮、色满酮及相关结构是具有多种生物活性的优势天然产物。尽管黄酮类化合物在自然界中含量丰富，但以立体选择性方式获取此类分子的通用且高效的合成方法数量有限。它们结构简单的架构掩盖了在C2位安装和维持立体构型所涉及的困难，该立体构型可能很敏感，在温和的酸性、碱性和热反应条件下会发生差向异构化。本综述介绍了目前用于获得这些相关结构的方法。合成方法包括对黄酮/黄烷酮核心的操作、碳-碳键的形成以及碳-杂原子键的形成。
