School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai, 200240, P.R. China.
School of Pharmacy, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai, 200240, P.R. China.
Angew Chem Int Ed Engl. 2016 Jul 11;55(29):8444-7. doi: 10.1002/anie.201603590. Epub 2016 Jun 17.
A chemoselective C-O bond cleavage of the ester alkyl side-chain of α-acyloxy ketones was realized for the first time by a highly efficient palladium-catalyzed hydrogenolysis (S/C=6000, the highest catalytic efficiency by far). Furthermore, a kinetic resolution of α-acyloxy ketones was first developed by enantioselective hydrogenolysis with good yields and up to 99 % ee.
首次通过高效钯催化氢解实现了α-烷氧基酮酯烷基侧链的化学选择性 C-O 键断裂(S/C=6000,迄今为止最高的催化效率)。此外,通过对映选择性氢解首次开发了α-烷氧基酮的动力学拆分,收率良好,ee 值高达 99%。