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. 2012 Sep 21;14(18):4898-901.
doi: 10.1021/ol302234a. Epub 2012 Sep 6.

Total synthesis of the proposed structure of mycosporulone: structural revision and an unexpected retro-aldol/aldol reaction

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Total synthesis of the proposed structure of mycosporulone: structural revision and an unexpected retro-aldol/aldol reaction

Michael E Jung et al. Org Lett. .

Abstract

The proposed structure of the fungal metabolite, mycosporulone 1, was prepared starting from the cyclohexenone ester 11 and the D-(R)-glyceraldehyde acetonide 12. The spectroscopic data for both 1 and its C2 epimer 1a did not match those reported for the natural product. A revised structure 29 for mycosporulone is proposed.

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