Abstract
In this paper, a novel approach to γ-lactones from the reaction of sulfoxonium ylides, aldehydes, and ketenes is described. The new ylide-based method provides access to γ-lactones from disubstituted ketenes, in good yields, and with good diastereoselectivity favoring the trans-diastereomer (11 examples with dr ≥ 82:18, dr up to 92:8).
Publication types
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Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
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Aldehydes / chemistry*
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Ethylenes / chemistry*
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Ketones / chemistry*
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Lactones / chemical synthesis*
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Lactones / chemistry
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Stereoisomerism
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Sulfonium Compounds / chemistry*
Substances
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Aldehydes
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Ethylenes
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Ketones
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Lactones
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Sulfonium Compounds
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ketene