钯
催化作用
吲哚试验
化学
配体(生物化学)
基质(水族馆)
组合化学
对映选择合成
有机化学
生物化学
海洋学
地质学
受体
作者
Qingzhu Li,Yi-Long Guan,Qianwei Huang,Ting Qi,Peng Xiang,Xiang Zhang,Hai‐Jun Leng,Jun‐Long Li
标识
DOI:10.1021/acscatal.2c05638
摘要
The divergent construction of chiral medium-sized rings is an essential but challenging task in organic synthesis. Herein, we report a temperature-controlled catalytic system for the divergent, enantioselective synthesis of different types of medium-sized rings starting from the same substrate set. Enabled by a planar chiral bisphosphine ligand, the palladium-catalyzed (5 + 4) and formal (5 + 2) annulations of cyclic aza-dienes and vinylethylene carbonates proceeded smoothly to afford a broad spectrum of indole-based medium-sized heterocycles in excellent yields with outstanding enantioselectivities. Those products could be further diversified through various functional group transformations. Moreover, mechanistic studies, including control experiments and DFT calculations, shed light on understanding the observed regio- and enantioselectivities of palladium-catalyzed (5 + n) cyclization.
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