4.8 Article

Amidoglycosylation via metal-catalyzed internal nitrogen atom delivery

Journal

ORGANIC LETTERS
Volume 4, Issue 5, Pages 863-865

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol025634k

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Rhodium and copper acyl nitrenoids are likely intermediates in amidoglycosylation reactions of allal 3-carbamates. lodine(III)-mediated nitrenoid formation, interaction of this species with the glycal enol ether pi-system, and highly beta-stereoselective glycosylation occur in a one-pot process that requires no additional Lewis acid activation.

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