Copper-mediated anomeric O-arylation with organoboron reagents
Copper-mediated couplings of arylboroxines with glycosyl hemiacetals furnish O-aryl
glycosides via Csp2–O bond formation. The method enables the anomeric O-arylation of
protected pyranose and furanose derivatives, and is tolerant of functionalized arylboroxine
partners. Whereas mixtures of anomers are formed from glucopyranose, galactopyranose
and arabinofuranose hemiacetals, the α-anomer is generated selectively from
mannopyranose and mannofuranose-derived substrates.
glycosides via Csp2–O bond formation. The method enables the anomeric O-arylation of
protected pyranose and furanose derivatives, and is tolerant of functionalized arylboroxine
partners. Whereas mixtures of anomers are formed from glucopyranose, galactopyranose
and arabinofuranose hemiacetals, the α-anomer is generated selectively from
mannopyranose and mannofuranose-derived substrates.
Copper-mediated couplings of arylboroxines with glycosyl hemiacetals furnish O-aryl glycosides via Csp2–O bond formation. The method enables the anomeric O-arylation of protected pyranose and furanose derivatives, and is tolerant of functionalized arylboroxine partners. Whereas mixtures of anomers are formed from glucopyranose, galactopyranose and arabinofuranose hemiacetals, the α-anomer is generated selectively from mannopyranose and mannofuranose-derived substrates.
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