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Mn(III)-Mediated Radical Cyclization for Δ1-3-Octalone Synthesis

  • Published : 2002.05.20
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Abstract

An efficient and practical synthetic method of △1 -3-octalone, which is a versatile building block for thesyntheses of polycyclic compounds, has been developed. The dianion of ethyl acetoacetate reacts with cyclohexene-1-carboxaldehyde (3) to produce the aldol adduct 6, which then undergoes Mn(Ⅲ)-mediated radical cyclization followed by acetate elimination to give △1 -3-octalone 4. A detailed mechanistic insight of Mn(Ⅲ)-mediated cyclization of 6 has been disclosed.

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Cited by

  1. ChemInform Abstract: Mn(III)-Mediated Radical Cyclization for Δ1-3-Octalone Synthesis. vol.33, pp.36, 2010, https://doi.org/10.1002/chin.200236099