Abstract
Short, high yielding syntheses of both diastereomers of the naturally occurring oxylipids 1 and 2 using a combination of organocatalytic hydroxylation of an aldehyde, alkene cross metathesis, and palladium(0) catalyzed cyclization chemistry (six-step process) are reported. Furthermore, the influence of the catalyst on the cross metathesis reaction of the homoallylic 1,2-diol has been studied in detail.
Publication types
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Research Support, N.I.H., Extramural
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Alkenes / chemistry*
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Catalysis
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Cyclization
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Furans / chemical synthesis*
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Furans / chemistry
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Lipids / chemical synthesis*
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Lipids / chemistry
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Molecular Structure
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Palladium / chemistry*
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Phaeophyceae / chemistry*
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Stereoisomerism
Substances
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Alkenes
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Furans
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Lipids
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Palladium