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Epoxide Opening of a 7,17-Seco-7,8-Epoxy-C19-Diterpenoid Alkaloid
- Source :
- Natural product communications. 10(12)
- Publication Year :
- 2016
-
Abstract
- A new and effective approach toward epoxide opening of a 7,17-seco-7,8-epoxy-C19-diterpenoid alkaloid is herein described. The starting epoxide was prepared from naturally occurring yunnaconitine via a nine-step transformation. Treatment of this epoxide with trifluoroacetic anhydride in dioxane at 110 degrees C followed by reduction with sodium boron hydride generated two epoxide opening compounds 7 and 8. Each of their structures is characteristic of a Δ8,15 bridgehead double bond and a 7β-oxygen-substituted group.
- Subjects :
- Alkaloids
Molecular Structure
Epoxy Compounds
Diterpenes
Subjects
Details
- ISSN :
- 1934578X
- Volume :
- 10
- Issue :
- 12
- Database :
- OpenAIRE
- Journal :
- Natural product communications
- Accession number :
- edsair.pmid..........a0141027e786457ca3817b807475dcc0