Chiral Anion Catalysis in the Enantioselective 1,4-Reduction of the 1-Benzopyrylium Ion as a Reactive Intermediate
作者:Masahiro Terada、Takuto Yamanaka、Yasunori Toda
DOI:10.1002/chem.201302486
日期:2013.10.4
Anionic! Novel chiral anion catalysis of the enantioselective 1,4‐reduction of the 1‐benzopyrylium ion by a chiral phosphoric acid was accomplished with a Hantzsch ester as the reducing agent. The enantioselective reduction established is composed of a two‐step consecutive transformation involving stereoablative loss of the hydroxy group from racemic 2H‐chromen‐2‐ol derivatives to generate the achiral
阴离子!以Hantzsch酯为还原剂,完成了手性磷酸对1-苯并吡啶离子对映体1,4-还原的新型手性阴离子催化。建立的对映选择性还原包括两步连续转化,其中涉及从消旋的2 H - chromen -2-ol衍生物中羟基的立体烧蚀损失,生成非手性的1-benzopyrylium离子作为反应性关键中间体。