Department of Chemistry, Center for Molecular Innovation and Drug Discovery, Northwestern University, 2145 Sheridan Road, Evanston, IL, 60208, USA.
Angew Chem Int Ed Engl. 2019 Nov 11;58(46):16490-16494. doi: 10.1002/anie.201909426. Epub 2019 Sep 26.
Chemical transformations that install heteroatoms into C-H bonds are of significant interest because they streamline the construction of value-added small molecules. Direct C-H oxyfunctionalization, or the one step conversion of a C-H bond to a C-O bond, could be a highly enabling transformation due to the prevalence of the resulting enantioenriched alcohols in pharmaceuticals and natural products,. Here we report a single-flask photoredox/enzymatic process for direct C-H hydroxylation that proceeds with broad reactivity, chemoselectivity and enantioselectivity. This unified strategy advances general photoredox and enzymatic catalysis synergy and enables chemoenzymatic processes for powerful and selective oxidative transformations.
将杂原子引入 C-H 键的化学转化具有重要意义，因为它们简化了有价值的小分子的构建。直接 C-H 氧化官能化，或者将 C-H 键一步转化为 C-O 键，由于手性醇在药物和天然产物中的广泛存在，可能是一种非常有效的转化。在这里，我们报告了一种单瓶光氧化还原/酶促过程，用于直接 C-H 羟化，具有广泛的反应性、化学选择性和对映选择性。这种统一的策略推进了一般光氧化还原和酶催化协同作用，并实现了用于强大和选择性氧化转化的化学酶工艺。
