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- W2947262105 abstract "A stereoselective, phosphoric acid-catalyzed synthesis of dihydrochromenochromenes has been developed using transient ortho-quinone methides (o-QMs). Three contiguous stereogenic centers were formed with excellent yields, partially as single diastereomers and with moderate to excellent enantioselectivity. This intramolecular hetero-Diels–Alder reaction features unactivated dienophiles and o-QM precursors tethered by a simple phenoxy linker and furnishes cycloadducts with a prominent structural motif found in many natural products. Through an appropriate choice of dienophile configuration and backbone substitution either exo- or endo-stereoisomers were formed selectively with up to a 96:04 enantiomeric ratio." @default.
- W2947262105 created "2019-06-07" @default.
- W2947262105 creator A5005127669 @default.
- W2947262105 creator A5085715264 @default.
- W2947262105 date "2019-05-22" @default.
- W2947262105 modified "2023-10-08" @default.
- W2947262105 title "Brønsted Acid-Catalyzed, Diastereo- and Enantioselective, Intramolecular Oxa-Diels–Alder Reaction of <i>ortho</i>-Quinone Methides and Unactivated Dienophiles" @default.
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- W2947262105 doi "https://doi.org/10.1021/acs.joc.9b00860" @default.
- W2947262105 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/31117571" @default.
- W2947262105 hasPublicationYear "2019" @default.
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