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An epoxide rearrangement-radical rearrangement approach to 6-substituted 2-azabicyclo[2.2.1]-5-heptenes: Synthesis of an epibatidine analogue

Abstract:
Base-induced isomerisation of epoxide 9 gives an azanortricyclanol 10 which is a precursor for a novel free-radical induced rearrangement to 6-substituted 2-azabicyclo[2.2.1]-5-heptenes 14a-c; 14c (R = 6-chloro-3-pyridinyl) is converted to the epibatidine analogue 2.
Publication status:
Published

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Publisher copy:
10.1055/s-1998-1963

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
SYNLETT
Volume:
1998
Issue:
12
Pages:
1349-1350
Publication date:
1998-12-05
DOI:
EISSN:
1437-2096
ISSN:
0936-5214
URN:
uuid:79e48d64-7d66-496e-b5d4-68090a093071
Source identifiers:
36873
Local pid:
pubs:36873

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