Abstract
[reaction: see text] A remarkable phenylboronic acid mediated triple condensation reaction of phloroglucinol (1,3,5-trihydroxybenzene) with a series of alpha,beta-unsaturated carbonyl compounds is reported. This experimentally simple reaction afforded novel C3-symmetric 2H-chromene derivatives. These derivatives represent structural analogues of the natural product xyloketal A, which has been reported to be a potent inhibitor of acetylcholine esterase.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Acetylcholinesterase / metabolism
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Benzopyrans / chemistry
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Boronic Acids / chemistry*
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Catalysis
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Cholinesterase Inhibitors / chemical synthesis
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Cholinesterase Inhibitors / pharmacology
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Phloroglucinol / chemical synthesis*
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Phloroglucinol / pharmacology
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Pyrans / chemistry
Substances
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Benzopyrans
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Boronic Acids
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Cholinesterase Inhibitors
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Pyrans
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xyloketal A
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Phloroglucinol
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Acetylcholinesterase
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benzeneboronic acid