Shimazumi Ryoma, Tanimoto Riku, Tobisu Mamoru
Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.
Innovative Catalysis Science Division, Institute for Open and Transdisciplinary Research Initiatives (ICS-OTRI), Osaka University, Suita, Osaka 565-0871, Japan.
Org Lett. 2023 Sep 1;25(34):6440-6445. doi: 10.1021/acs.orglett.3c02606. Epub 2023 Aug 18.
We report herein the catalytic conversion of allylic esters into the corresponding ketones by the formal deletion of an oxygen atom. The key to the success of the reaction is the dual use of nickel and photoredox catalysts; the former mediates C-O bond activation and C-C bond formation, while the latter is responsible for deoxygenation of the acyloxy group using PPh as a stoichiometric reductant. Catalytic replacement of an oxygen atom of an allyl ester with a tethered alkene is also accomplished.
我们在此报告通过氧原子的形式消除将烯丙基酯催化转化为相应的酮。该反应成功的关键是镍和光氧化还原催化剂的双重使用；前者介导C-O键活化和C-C键形成，而后者使用PPh作为化学计量还原剂负责酰氧基的脱氧。还实现了用连接的烯烃催化取代烯丙基酯的氧原子。
