Total Synthesis of (.+-.)-Grimaldone, Epigrimaldone and α-Cuparenones.

Srikrishna, A. ; Ramachary, D. B. (2006) Total Synthesis of (.+-.)-Grimaldone, Epigrimaldone and α-Cuparenones. ChemInform, 37 (38). ISSN 0931-7597

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Official URL: http://doi.org/10.1002/chin.200638168

Related URL: http://dx.doi.org/10.1002/chin.200638168

Abstract

Total synthesis of (+/-)-grimaldone, epigrimaldone and alpha-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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