State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, China.
Collaborative Innovation Center of Chemical Science and Engineering, Tianjin 300072, China.
J Am Chem Soc. 2016 May 11;138(18):5793-6. doi: 10.1021/jacs.6b02678. Epub 2016 Apr 28.
Asymmetric synthesis of indole-annulated medium-sized-ring compounds is developed through an iridium-catalyzed allylic dearomatization/retro-Mannich/hydrolysis cascade reaction. The reaction features mild conditions and a broad substrate scope. Under the optimal conditions, various seven-, eight-, or nine-membered-ring compounds can be afforded in good to excellent yields and excellent enantioselectivity. The proposed mechanism is supported by capturing the dearomatized intermediate through in situ reduction.
通过铱催化的烯丙基去芳构化/反 Mannich/水解级联反应，开发了吲哚稠合的中环化合物的不对称合成。该反应具有条件温和、底物范围广的特点。在最佳条件下，各种七、八或九元环化合物可以以良好到优秀的收率和优异的对映选择性得到。通过原位还原捕获去芳构化中间体，支持所提出的反应机理。
