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- W4367627187 abstract "(2S,5S)-5-Phenyl-2-t-butyl-1,3-dioxolan-4-one, readily derived from mandelic acid, undergoes the Michael addition to butenolide and 4-methoxy-β-nitrostyrene with the absolute configuration of the products confirmed by X-ray diffraction in each case. In the former case, thermal fragmentation gives the phenyl ketone, thus illustrating use of the dioxolanone as a chiral benzoyl anion equivalent. The Diels-Alder cycloaddition chemistry of (2S)-5-methylene-2-t-butyl-1,3-dioxolan-4-one, derived from lactic acid, has been further examined with the X-ray structures of four adducts determined. In one case, thermal fragmentation of the adduct gives a chiral epoxy ketone resulting from the dioxolanone acting as a chiral ketene equivalent, while in others the products give insight into the mechanism of the dioxolanone fragmentation process." @default.
- W4367627187 created "2023-05-02" @default.
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- W4367627187 date "2023-05-01" @default.
- W4367627187 modified "2023-09-27" @default.
- W4367627187 title "New Chemistry of Chiral 1,3-Dioxolan-4-Ones" @default.
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- W4367627187 doi "https://doi.org/10.3390/molecules28093845" @default.
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