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A Cu(OTf)2-Catalyzed Glycosylation with Glycosyl ortho-N-Phthalimidoylpropynyl Benzoates as Donors.

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A Cu(OTf)2-catalyzed glycosylation protocol using glycosyl ortho-N-phthalimidoylpropynyl benzoates (NPPBs) as donors was disclosed, which features an inexpensive copper catalyst, operationally convenient conditions, high to excellent yields, and a broad substrate… Click to show full abstract

A Cu(OTf)2-catalyzed glycosylation protocol using glycosyl ortho-N-phthalimidoylpropynyl benzoates (NPPBs) as donors was disclosed, which features an inexpensive copper catalyst, operationally convenient conditions, high to excellent yields, and a broad substrate scope. Mechanistic studies indicated an isochromen-4-yl copper(II) intermediate arising from the departure of the leaving group.

Keywords: catalyzed glycosylation; otf catalyzed; glycosyl ortho; phthalimidoylpropynyl benzoates; ortho phthalimidoylpropynyl

Journal Title: Organic letters
Year Published: 2023

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