Abstract
An efficient route to the complex L-kedarosamine alpha-glycosidic ether 2, a synthetic precursor to kedarcidin chromophore, is described. Central to the route, which is suitable for the preparation of multigram amounts of material, is a short synthetic sequence from D-threonine to protected L-kedarosamine derivatives and methodology for their alpha-selective coupling with appropriate hydroxyl acceptors.
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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Alkynes / chemistry
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Amines / chemical synthesis*
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Amines / chemistry
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Cycloparaffins / chemical synthesis*
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Cycloparaffins / chemistry
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Enediynes / chemical synthesis*
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Enediynes / chemistry
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Molecular Structure
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Naphthalenes / chemical synthesis*
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Naphthalenes / chemistry
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Pyrans / chemical synthesis*
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Pyrans / chemistry
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Threonine / chemistry
Substances
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Alkynes
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Amines
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Cycloparaffins
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Enediynes
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L-kedarosamine
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Naphthalenes
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Pyrans
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kedarcidin chromophore
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Threonine