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Abstract | Cited by

A very efficient method for synthesizing spirolactones is reported. Treatment of δ,ε-unsaturated carboxylic acids with iodine and triphenylphosphine under mild conditions leads to the corresponding spiro γ-lactones in high yield and with complete stereoselectivity. Utilizing this, the first synthesis of the terpene spirolactones (−)-isoambreinolide, (+)-vitexifolin D and (+)-vitedoin B has been achieved.

Graphical abstract: The first synthesis of (−)-isoambreinolide, (+)-vitexifolin D and (+)-vitedoin B

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