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An efficient synthesis of the tricyclo[4,3,1,0(1, 5)]decane core (B/C/D rings) of plumisclerin A, a unique cytotoxic marine diterpenoid, is described. A Pauson-Khand reaction and a SmI2-mediated radical 1,4-conjugate addition successfully served as key reactions for construction of the fully functionalized 5,6-fused rings and the highly strained cyclobutanol moiety with correct relative stereochemistries, respectively.

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Synthesis of Tricyclo[4,3,1,0<sup>1,5</sup>]decane Core of Plumisclerin A Using Pauson–Khand Annulation and SmI<sub>2</sub>-Mediated Radical Cyclization

Synthesis of Tricyclo[4,3,1,01,5]decane Core of Plumisclerin A Using Pauson–Khand Annulation and SmI2-Mediated Radical Cyclization

Synthesis of Tricyclo[4,3,1,0^1,5]decane Core of Plumisclerin A Using Pauson–Khand Annulation and SmI₂-Mediated Radical Cyclization