Table 1 Reaction conditions and yields for synthesis of acetylthio glycoside 3 and acetylthio pseudo-glycal 4b.

426 µmol, 115 mM

TMSOTf, 290 mM, 2.5 eq.

737 mM, 6.4 eq.

CH₃CN

19 h.

−20 °C - r.t.

44%

33:36:31

1.97 mmol, 94 mM

BF₃·Et₂O, 684 mM, 7.2 eq.

746 mM, 7.9 eq.

1,2-DCE

45 h.

0 °C - r.t.

71%

17:54:29

673 µmol, 22 mM

BF₃·Et₂O, 53 mM, 2.4 eq.

56 mM, 2.5 eq.

1,2-DCE

11 h.

0 °C - r.t.

40%

6:28:66