Formal total synthesis of histrionicotoxin alkaloids via Hg(OTf)2-catalyzed cycloisomerization and SmI2-induced ring expansion
Author:
Affiliation:
1. Department of Chemistry
2. Graduate School of Science
3. Osaka City University Sumiyoshi-ku
4. Osaka 558-8585
5. Japan
Abstract
The efficient formal total synthesis of histrionicotoxin alkaloids was achieved via Hg(OTf)2-catalyzed cycloisomerization and SmI2-induced ring expansion.
Funder
Astellas Foundation for Research on Metabolic Disorders
Publisher
Royal Society of Chemistry (RSC)
Subject
General Chemical Engineering,General Chemistry
Link
http://pubs.rsc.org/en/content/articlepdf/2018/RA/C8RA02011F
Reference25 articles.
1. Histrionicotoxins: Roentgen-Ray Analysis of the Novel Allenic and Acetylenic Spiroalkaloids Isolated from a Colombian Frog, Dendrobates histrionicus
2. Identification of histrionicotoxins by GC-MS and GC-FTIR: Photo- and chemical-artefacts and revised 13C NMR assignments
3. Thirty-five years of synthetic studies directed towards the histrionicotoxin family of alkaloids
4. A total synthesis of d,1-histrionicotoxin
5. Total syntheses of (-)-histrionicotoxin and (-)-histrionicotoxin 235A
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