化学
焦谷氨酸
分子内力
戒指(化学)
环加成
串联
吲哚试验
路易斯酸
还原胺化
胺化
立体化学
全合成
组合化学
催化作用
有机化学
氨基酸
复合材料
生物化学
材料科学
作者
Wei Xu,Jianfei Zhao,Tao Cheng,Huifei Wang,Yun Li,Bin Cheng,Hongbin Zhai
出处
期刊:Organic Letters
[American Chemical Society]
日期:2018-03-08
卷期号:20 (6): 1509-1512
被引量:25
标识
DOI:10.1021/acs.orglett.8b00210
摘要
A collective asymmetric total synthesis of lundurines A–C using l-pyroglutamic acid derived from the chiral pool is described. The key steps include a tandem reductive amination/lactamization sequence to introduce the pyrrolidinone ring, a palladium-catalyzed intramolecular direct C–H vinylation of indole to construct the crucial polyhydroazocine ring, and a Lewis acid promoted formal [3 + 2] cycloaddition/N2 extrusion process to install the polysubstituted cyclopropyl ring.
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