Biomimetic synthesis and structural revision of (+/-)-tridachiahydropyrone.
A short synthesis of the revised structure of the marine natural product tridachiahydropyrone is described. A novel biomimetic photochemical electrocyclization was employed to construct the bicyclic carbon framework from an open-chain polyene precursor. The spectroscopic data matched that of the isolated natural product, supporting a revised structure of this complex metabolite.
Sharma
Pallavi
P
School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, UK.
Griffiths
Nicholas
N
Moses
John E
JE
D000818:Animals; D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry; D032701:Biomimetics; D003500:Cyclization; D049851:Gastropoda / Q000737:chemistry; D010777:Photochemistry; D011753:Pyrones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D001688:Biological Products; D011753:Pyrones; C507269:tridachiahydropyrone