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Enzymatic Synthesis of Epoxidized Metabolites of Docosahexaenoic, Eicosapentaenoic, and Arachidonic Acids
Published on: June 28, 2019
Versatile synthesis of the C3-C14 domain of 7-deoxyokadaic acid
Timothy M Trygstad1, Yucheng Pang, Craig J Forsyth
1Department of Chemistry and Physical Sciences, The College of St. Scholastica, Duluth, Minnesota 55811, USA.
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.
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