6-Substituted 2-azabicyclo[2.2.1]hept-5-enes by nitrogen-directed radical rearrangement: Synthesis of an epibatidine analogue with high binding affinity at the nicotinic acetylcholine receptor
Base-induced isomerisation of epoxide 13 gives an azanortricyclanol 17 which is a precursor for a novel free-radical induced rearrangement to 6-substituted 2-azabicyclo[2.2.1]hept-5-enes 28-31. Compound 31 undergoes selective exo-face hydrogenation to give the 6-substituted 2-azabicyclo[2.2.1]heptan...
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Bibliographic Details
| Main Authors: |
Hodgson, D,
Maxwell, C,
Wisedale, R,
Matthews, I,
Carpenter, K,
Dickenson, A,
Wonnacott, S |
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| Format: | Journal article
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| Language: | English |
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| Published: |
2001
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