Formal total synthesis of (±)-strictamine - the [2,3]-Stevens rearrangement for construction of octahydro-2H-2,8-methanoquinolizines

被引:38
|
作者
Eckermann, Ruben [1 ]
Breunig, Michael [1 ]
Gaich, Tanja [1 ]
机构
[1] Univ Konstanz, Dept Chem, Univ Str 10, D-78457 Constance, Germany
关键词
PICRALIMA-NITIDA SEEDS; AKUAMMILINE ALKALOIDS; (+/-)-ASPIDOPHYLLINE; (+)-SCHOLARISINE; KLAINEANA;
D O I
10.1039/c6cc06125g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
For decades, akuammiline alkaloids have attracted synthetic chemists due to their intriguing molecular architecture. Among the different structural elements embedded in their carboskeleton, the methano-quinolizidine system constitutes the signature structural element of this alkaloid family. Herein, we describe a novel synthetic access to this system which relies on a [2,3]-Stevens rearrangement and results in the formal synthesis of strictamine.
引用
收藏
页码:11363 / 11365
页数:3
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