Diastereoselective and Stereodivergent Synthesis of 2‐Cinnamylpyrrolines Enabled by Photoredox‐Catalyzed Iminoalkenylation of Alkenes
作者:Xu Shen、Congcong Huang、Xiang‐Ai Yuan、Shouyun Yu
DOI:10.1002/anie.202016941
日期:2021.4.19
been developed. Readily available alkenylboronic acids serve as alkenylation reagents, leading to densely functionalized pyrrolines. Both (E)‐ and (Z)‐cinnamylpyrrolines are accessible depending on the reaction solvent. In dichloromethane, (E)‐cinnamylpyrrolines are produced through a photoredox‐mediated single‐electron‐transfer process. In tetrahydrofuran, (Z)‐cinnamylpyrrolines are generated by photocatalytic
已经开发了一种光氧化还原催化的γ-烯基O-酰基肟的亚氨基烯基化。容易获得的烯基硼酸用作烯基化试剂,导致致密地官能化的吡咯啉。(E)-和(Z)-肉桂基吡咯啉均可根据反应溶剂而获得。在二氯甲烷中,(E)-肉桂基吡咯啉是通过光氧化还原介导的单电子转移过程产生的。在四氢呋喃中,(Ž)-cinnamylpyrrolines由光催化双重热力学生成ë -到- Ž(异构化Ë肉桂酸吡咯啉通过能量转移途径。建立具有完全非对映选择性的两个立体中心,并且仅分离出一个非对映异构体。