Abstract
Substituted dihydropyrans can be efficiently synthesized in good yields with excellent diastereoselectivity from the reaction of aldehydes or epoxides and ethyl 3-alkyl-3-hydroxy-5-methylhex-5-enoate via an oxonium-ene cyclization reaction catalyzed by trimethylsilyl trifluoromethanesulfonate (TMSOTf) under mild conditions.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Aldehydes / chemistry
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Catalysis
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Cyclization
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Epoxy Compounds / chemistry
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Esters / chemistry
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Mesylates / chemistry
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Molecular Structure
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Pyrans / chemical synthesis*
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Pyrans / chemistry*
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Stereoisomerism
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Trimethylsilyl Compounds / chemistry
Substances
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Aldehydes
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Epoxy Compounds
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Esters
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Mesylates
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Pyrans
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Trimethylsilyl Compounds
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trimethylsilyl trifluoromethanesulfonate