Fig. 3: Acceptor scope of catalytic strain-release glycosylation with glucosyl CCBz donor. | Nature Communications

Fig. 3: Acceptor scope of catalytic strain-release glycosylation with glucosyl CCBz donor.

From: Efficient and versatile formation of glycosidic bonds via catalytic strain-release glycosylation with glycosyl ortho−2,2-dimethoxycarbonylcyclopropylbenzoate donors

Fig. 3

Acceptors ranged from aliphatic alcohols, sugar alcohols with primary, secondary and tertiary hydroxyl groups, benzoic acid derivative, phenol, sulfonamide and thiols are compatible coupling partners in strain-release glycosylation. Unless otherwise stated, reported yields are for isolated and purified products. For alcoholic nucleophiles, 1.2 equiv of donor and 1.0 equiv of acceptor were used for glycosylation reaction; for acid and heteroatom nucleophiles, 1.0 equiv of donor and 1.5 equiv of acceptor were used for the glycosylation reaction. CCBz, ortho−2,2-dimethoxycarbonylcyclopropylbenzoyl; rt, room temperature; Nu, nucleophile; Bz, benzoyl; Bn, benzyl; Ph, pheny; Me, methyl.

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