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. Author manuscript; available in PMC: 2015 Jul 7.
Published in final edited form as: Chemistry. 2014 Jun 6;20(28):8691–8701. doi: 10.1002/chem.201402433

Table 4.

Nickel-Catalyzed Conversion of Oligosaccharide Acetimidates.[a]

graphic file with name nihms-608086-f0016.jpg
Entry Acetimidates Products Yield (%)/[e] (α:β)[f]
1 graphic file with name nihms-608086-t0017.jpg graphic file with name nihms-608086-t0018.jpg 83[b] (33:1)
2 graphic file with name nihms-608086-t0019.jpg graphic file with name nihms-608086-t0020.jpg 84[b] (α only)
3 graphic file with name nihms-608086-t0021.jpg graphic file with name nihms-608086-t0022.jpg 85[c] (α only)
4 graphic file with name nihms-608086-t0023.jpg graphic file with name nihms-608086-t0024.jpg 91[c] (α only)
5 graphic file with name nihms-608086-t0025.jpg graphic file with name nihms-608086-t0026.jpg 67[d] (α only)
[a]

The rearrangements were performed at 0.2 M in CH2Cl2 with 2 mol% of Ni(dppe)(OTf)2.

[b]

The reaction was complete within 2 h.

[c]

The reaction was complete within 1 h.

[d]

The reaction was complete within 4 h.

[e]

Isolated Yield.

[f]

1H NMR ratio.