Abstract
The naturally occurring gamma-lactones (+)-goniofufurone 1 and (+)-cardiobutanolide 2, two pharmacologically active products from Goniothalamus species (Annonaceae), have been synthesized in enantiopure form using l-erythrulose as the chiral starting material. Key steps of these syntheses were a stereoselective anti boron aldol reaction and an asymmetric allylboration.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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4-Butyrolactone / analogs & derivatives*
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4-Butyrolactone / chemical synthesis*
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4-Butyrolactone / chemistry
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4-Butyrolactone / isolation & purification
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Annonaceae / chemistry*
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Glycerol / analogs & derivatives*
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Glycerol / chemical synthesis*
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Glycerol / chemistry
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Glycerol / isolation & purification
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Lactones / chemical synthesis*
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Lactones / chemistry
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Lactones / isolation & purification
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Stereoisomerism
Substances
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Lactones
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cardiobutanolide
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7-goniofufurone
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4-Butyrolactone
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Glycerol