Enantioselective Construction of Pyrroloindolines via Chiral Phosphoric Acid Catalyzed Cascade Michael Addition–Cyclization of Tryptamines

Enantioselective construction of pyrroloindolines via chiral phosphoric acid catalyzed cascade Michael addition–cyclization of tryptamines has been realized. With 5 mol % of chiral phosphoric acid, enantioenriched pyrroloindoline derivatives were obtained in good yields and enantioselectivity (up to 95% yield and 83% ee) from readily available tryptamines and enones.

本研究成功实现了通过手性磷酸催化色胺的串联迈克尔加成-环化反应，对映选择性构建吡咯并吲哚啉类化合物（pyrroloindolines）的策略。在5 mol%手性磷酸的催化作用下，以易得的色胺与烯酮（enones）为原料，可得到兼具良好产率与对映选择性的对映体富集吡咯并吲哚啉衍生物，其最高产率可达95%，最高对映体过量值（enantiomeric excess, ee）为83%。