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The first synthesis of (-)-isoambreinolide, (+)-vitexifolin D and (+)-vitedoin B
Hanane Bouanou1, Rubén Tapia, M José Cano
1Departamento de Química Orgánica, Facultad de Ciencias, Instituto de Biotecnología, Universidad de Granada, 18071 Granada, Spain. rachid@ugr.es eamr@ugr.es.
Abstract:
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.
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