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• W2912666707 abstract "B(C6F5)3 enables the metal-free unprecedented substrate-controlled direct α-stereoselective synthesis of deoxyglycosides from glycals. 2,3-Unsaturated α-O-glycoside products are obtained with deactivated glycals at 75 °C in the presence of the catalyst, while 2-deoxyglycosides are formed using activated glycals that bear no leaving group at C-3 at lower temperatures. The reaction proceeds in good to excellent yields via concomitant borane activation of glycal donor and nucleophile acceptor. The method is exemplified with the synthesis of a series of rare and biologically relevant glycoside analogues." @default.
• W2912666707 created "2019-02-21" @default.
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• W2912666707 date "2019-02-01" @default.
• W2912666707 modified "2023-10-16" @default.
• W2912666707 title "Substrate-Controlled Direct α-Stereoselective Synthesis of Deoxyglycosides from Glycals Using B(C₆F₅)₃ as Catalyst" @default.
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• W2912666707 doi "https://doi.org/10.1021/acs.joc.8b02613" @default.
• W2912666707 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6466476" @default.
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