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Synlett 1997; 1997(4): 398-400
DOI: 10.1055/s-1997-797
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Oxidative Radical-mediated Transannulation Reactions Directed Towards Polycycle Constructions

Philip Jones, Gerald Pattenden*
  • *Department of Chemistry, Nottingham University, Nottingham NG7 2RD, England
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Publication Date:
31 December 2000 (online)

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Oxidative radical-mediated transannular cyclisation of the macrocyclic β-ketoester 5 using Mn(OAc)3-Cu(OAc)2, leads to (9; 40%) by way of a 1,5-hydrogen abstraction pathway. In a similar manner 11 produces 12, but the positional isomer 15 undergoes a double transannular cyclisation giving the tricycle 16 albeit in only 8% yield.

transannulation - oxidative radical cyclisation - polycycle constructions