Abstract
AbstractThe enantioselective oxa-Diels–Alder reaction of nonactivated substrates by utilizing FeCl3 and a 1,1′-bi-2-naphthol (BINOL) derived chiral phosphoric acid as a multiple activation catalyst is reported. Various oxygen-containing six-membered heterocycles were obtained in high yields and in an enantioselective manner. Density functional theory (DFT) calculations elucidate that both Lewis acidic and Brønsted acidic moieties in the catalyst system synergistically activate two lone pairs of an aldehyde to facilitate enantioselective addition reaction of dienes.
Funder
Ministry of Education, Culture, Sports, Science and Technology
Cited by
3 articles.
订阅此论文施引文献
订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献
1. Quinquevalent phosphorus acids;Organophosphorus Chemistry;2024-02-21
2. Six-membered ring systems: with O and/or S atoms;Progress in Heterocyclic Chemistry;2023
3. [4+2] Cycloadditions (Normal-Electron-Demand Hetero-Diels–Alder Reaction);Reference Module in Chemistry, Molecular Sciences and Chemical Engineering;2022