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J Nat Prod. 2018 Apr 27;81(4):1065-1069. doi: 10.1021/acs.jnatprod.7b00873. Epub 2018 Mar 30.

Total Synthesis of (±)-Minfiensine via a Formal [3+2] Cycloaddition.

Author information

1
School of Pharmaceutical Sciences, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases , Tsinghua University , Beijing 100084 , People's Republic of China.
2
Department of Medicinal Chemistry, Key Laboratory of Chemical Biology (Ministry of Education), School of Pharmaceutical Science , Shandong University , Jinan 250012 , People's Republic of China.
3
Discovery Chemistry , Genomics Institute of the Novartis Research Foundation , San Diego , California 92121 , United States.

Abstract

(±)-Minfiensine (1) was synthesized in 10 steps in 26% overall yield with the 1,2,3,4-tetrahydro-9a,4a-iminoethanocarbazole core constructed through a [3+2] cycloaddition reaction between indole and an azaoxyallylic cation.

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