Xiong Donglu, Zhou Wenxi, Lu Zhiwu, Zeng Suping, Wang Jun Joelle
Department of Chemistry, South University of Science and Technology of China, Shenzhen, Guangdong 518055, China.
Chem Commun (Camb). 2017 Jun 22;53(51):6844-6847. doi: 10.1039/c7cc03939e.
The chromanone scaffold is a privileged structure in heterocyclic chemistry and drug discovery. A highly efficient copper-catalyzed asymmetric conjugated reduction of chromones is developed to give chiral chromanones with good yields (80-99%) and excellent ee values (94->99% ee). Particularly noteworthy is that chiral thiochromanones are also constructed using this method in 74-87% yields with 96-97% ee. The established asymmetric synthesis paves the way for their further pharmaceutical studies.
色满酮骨架是杂环化学和药物发现中的一种优势结构。开发了一种高效的铜催化色酮不对称共轭还原反应，以高产率（80 - 99%）和优异的对映体过量值（ee值为94 -> 99% ee）得到手性色满酮。特别值得注意的是，使用该方法也能构建手性硫代色满酮，产率为74 - 87%，ee值为96 - 97%。所建立的不对称合成方法为它们进一步的药物研究铺平了道路。
