Wang Ying, Yang Yang, Xu Shiyu, Huang Aima, Chen Lu, Xie Yubao, Liu Pengyutian, Hong Liang, Li Guofeng
School of Pharmaceutical Sciences, Shenzhen University Health Science Centre, Shenzhen University, Shenzhen 518060, China.
Guangdong Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-Sen University, Guangzhou 510006, China.
Org Biomol Chem. 2022 Apr 20;20(16):3277-3282. doi: 10.1039/d2ob00379a.
Heterocycloalkenyl atropisomers, derived from biaryl atropisomers and axially chiral styrenes, have emerged as a new class of nonbiaryl C-C atropisomers due to the benefit in improving the pharmacological activity and structural diversity. This paper proposes an intramolecular annulation strategy for constructing the heterocycloalkenyl atropisomers (1)-isochromen-1-imines by organocatalysis. Various heterocycloalkenyl atropisomers (1)-isochromen-1-imines were prepared in good to excellent yields with excellent enantioselectivity (up to 98% ee), and could be easily converted to atropisomeric lactones isocoumarins.
由于在改善药理活性和结构多样性方面的优势，源自联芳基阻转异构体和轴手性苯乙烯的杂环烯基阻转异构体已成为一类新型的非联芳基C-C阻转异构体。本文提出了一种通过有机催化构建杂环烯基阻转异构体(1)-异色烯-1-亚胺的分子内环化策略。以良好至优异的产率和优异的对映选择性（高达98% ee）制备了各种杂环烯基阻转异构体(1)-异色烯-1-亚胺，并且它们可以很容易地转化为阻转异构内酯异香豆素。
