Formal synthesis of (±)-perhydrohistrionicotoxin |
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| Authors: | Andrew B Holmes Keith Russell Edward S Stern Michael E Stubbs Nicholas K Wellard |
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| Institution: | 1. University Chemical Laboratory, Lensfield Road, Cambridge CB2 1EW, U.K.;2. Gallaher Limited, 65 Kingsway, London WC2B 6TG, U.K.;3. Gallaher Limited, R. and D. Division, Virginia House, Henry Street, Belfast BT15 1JE Northern Ireland, U.K. |
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| Abstract: | The syntheses of 1-benzyl-7-butyl-1-azaspirocyclo5.5]undec-7-ene (14) a formal precursor of perhydrohistrionicotoxin (2)] and the thermodynamically preferred, exocyclic isomer (13) in six steps from the readily available -benzyloxycarbonyl-10-amino-Δ1,9-octalin (5) are reported. |
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