Total synthesis of (±)-grimaldone, epigrimaldone and α-cuparenones

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Date
2006-05-01
Authors
Srikrishna, A.
Ramachary, D. B.
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Abstract
Total synthesis of (±)-grimaldone, epigrimaldone and α-cuparenone has been described. A combination of orthoester Claisen rearrangement, an acid catalysed rearrangement of a diazoketone for the generation of bicyclo[4.2.1]nonanedione, a retro-Claisen condensation and an intramolecular diazoketone cyclopropanation reaction have been employed for the construction of three contiguous quaternary atoms present in grimaldone and epigrimaldones.
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Keywords
α-cuparenone, Claisen rearrangement, Cyclopropanation reaction, Diazoketone, Epigrimaldone, Grimaldone, Retro-Claisen condensation
Citation
Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry. v.45(5)