Authors Shi, TD; Teng, SH; Reddy, AGK; Guo, X; Zhang, YT; Moore, KT; Buckley, T; Mason, DJ; Wang, W; Chapman, E; Hu, WH in ROYAL SOC CHEMISTRY published article about STEREOSELECTIVE REACTIONS; ALKYNES; ACID; CYCLOPROPENATION; CYCLOADDITION; AMPLIFICATION; ALDEHYDES; STRATEGY; RH in [Shi, Taoda; Teng, Shenghan] East China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, Sch Chem & Chem Engn, Shanghai 200062, Peoples R China; [Shi, Taoda; Zhang, Yueteng; Moore, Kohlson T.; Buckley, Thomas; Mason, Damian J.; Wang, Wei; Chapman, Eli] Univ Arizona, Coll Pharm, Dept Pharmacol & Toxicol, Tucson, AZ 85721 USA; [Reddy, Alavala Gopi Krishna; Hu, Wenhao] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou, Guangdong, Peoples R China; [Guo, Xin] Wenzhou Med Univ, Sch Pharmaceut Sci, Wenzhou, Zhejiang, Peoples R China in 2019.0, Cited 46.0. Safety of Methyl 3-phenylpropionate. The Name is Methyl 3-phenylpropionate. Through research, I have a further understanding and discovery of 103-25-3
We report a bifunctional Ag catalyst promoted intramolecular capture of oxonium ylides with alkynes for the enantioselective synthesis of 2,5-dihydrofurans. This represents unprecedented synergistic catalysis of a bifunctional Ag catalyst. Mechanistic studies revealed that [(R)-3,5-DM-BINAP](AgSbF6)(2) (9) is likely to be the active catalytic species and that the reaction involves second order kinetics with respect to 9, suggesting that two molecules of 9 are involved in the intramolecular trapping of a Ag-associated oxonium ylide with a Ag-activated alkyne. Based on our mechanistic hypothesis, we further optimized the reaction, rendering a facile approach to 2,5-dihydrofurans in good to excellent yields in a highly chemo- and enantioselective fashion.
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Reference:
Patent; SANOFI; US2011/294788; (2011); A1;,
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