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- W4313379959 abstract "Abstract Site-selective functionalization is a core synthetic strategy that has broad implications in organic synthesis. Particularly, exploiting chiral catalysis to control site selectivity in complex carbohydrate functionalizations has emerged as a leading method to unravel unprecedented routes into biologically relevant glycosides. However, robust catalytic systems available to overcome multiple facets of stereoselectivity challenges to this end still remain scarce. Here we report a synergistic chiral Rh(I)- and organoboron-catalysed protocol, which enables access into synthetically challenging but biologically relevant arylnaphthalene glycosides. Our method depicts the employment of chiral Rh(I) catalysis in site-selective carbohydrate functionalization and showcases the utility of boronic acid as a compatible co-catalyst. Crucial to the success of our method is the judicious choice of a suitable organoboron catalyst. We also determine that exquisite multiple aspects of stereocontrol, including enantio-, diastereo-, regio- and anomeric control and dynamic kinetic resolution, are concomitantly operative." @default.
- W4313379959 created "2023-01-06" @default.
- W4313379959 creator A5001764845 @default.
- W4313379959 creator A5008834455 @default.
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- W4313379959 creator A5034318785 @default.
- W4313379959 creator A5052835413 @default.
- W4313379959 creator A5058787262 @default.
- W4313379959 creator A5078477964 @default.
- W4313379959 date "2022-12-30" @default.
- W4313379959 modified "2023-10-05" @default.
- W4313379959 title "A synergistic Rh(I)/organoboron-catalysed site-selective carbohydrate functionalization that involves multiple stereocontrol" @default.
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- W4313379959 doi "https://doi.org/10.1038/s41557-022-01110-z" @default.
- W4313379959 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/36585443" @default.
- W4313379959 hasPublicationYear "2022" @default.
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