Abstract
Described is a flexible synthesis of the C3-C14 domain of 7-deoxyokadaic acid that is amenable to facile structural diversification. Treatment of ynone 10 under acidic conditions led to net bis-conjugate addition of the latent diol to give the thermodynamically favored spiroketal 27, a versatile intermediate, en route to 7-deoxyokadaic acid and analogs.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Crystallography, X-Ray
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Okadaic Acid / analogs & derivatives*
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Okadaic Acid / chemical synthesis*
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Okadaic Acid / chemistry
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Okadaic Acid / metabolism
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Phosphoric Monoester Hydrolases / metabolism
Substances
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7-deoxyokadaic acid
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Okadaic Acid
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Phosphoric Monoester Hydrolases