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Wagner-Meerwein Skeletal Rearrangement of 3-Spiroannulated 6,8a-Epoxy- and 6,8a;7,8-Diepoxyisoquinolines (3-Aza-11-oxatricyclo[6.2.1.0 1,6]undec-9-enes). Isolation and Identification of 5-Aza-2-oxatricyclo[6.2.1.03,9]undec-3-enes
Abstract
The reactions of 3-acetyl-3-aza-11-oxatricyclo[6.2.1.0 1,6]undec-9-ene and its 9,10-epoxy derivative with bromine and Ac2O/BF3·OEt2 under different conditions were studied. Unusual products of Wagner-Meerwein rearrangement bearing the olefin fragment (5-aza-2-oxatricyclo[6.2.1.0 3,9]-undecen-3-enes) were isolated and characterized by X-ray analysis- Article
- Bromine
- Derivatives
- Olefins
- Reaction kinetics
- X ray analysis
- Olefin fragments
- Aromatic compounds
- 5 aza 2 oxatricyclo[6.2.1.0 3,9]undec 3 ene
- 6,8a epoxyisoquinoline (3 aza 11 oxatricyclo[6.2.1.0 1,6]undec 9 ene)
- 6,8a:7,8 diepoxyisoquinoline (3 aza 11 oxatricyclo[6.2.1.0 1,6]undec 9 ene)
- bromine
- decane
- epoxide
- ether
- isoquinoline derivative
- unclassified drug
- article
- carbon nuclear magnetic resonance
- chemical analysis
- chemical structure
- proton nuclear magnetic resonance
- reaction analysis
- structure analysis
- Wagner Meerwein rearrangement
- X ray analysis