Table 1 Conditions optimization for glycosylation with perbenzoyl glucosyl PVB 1a.

From: Glycosyl ortho-(1-phenylvinyl)benzoates versatile glycosyl donors for highly efficient synthesis of both O-glycosides and nucleosides

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Entry

Promoter (equiv.)

Product

Yield

1

Ph3PAuOTf (0.5)

–

No reaction

2

AgOTf (1.0)

–

No reaction

3

Cu(OTf)2 (1.0)

–

No reaction

4

TMSOTf (0.5)

–

Trace

5

TfOH (0.5)

3a

9%

6

MeOTf (1.0)

–

No reaction

7

NIS (2.5), TMSOTf (0.3)

3a

97%

8

NIS (1.5), TMSOTf (0.3)

3a

94%

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