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. Author manuscript; available in PMC: 2011 Feb 19.
Published in final edited form as: J Org Chem. 2010 Feb 19;75(4):1095–1100. doi: 10.1021/jo9021474

Table 1.

Comparative activation of armed (1) and superarmed (2) glycosyl donors

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Entry D P Temp. Time CP Yield α:β
1 1A DMTST 0 °C 2 h 4 92% 2:1
2 2A DMTST 0 °C 5 min 5 86% β only
3 1A Cu(OTf)2 0 °C 2 h 4 99% 2:1
4 2A Cu(OTf)2 0 °C 20 min 5 96% β only
5 1B IDCP −10 °C 20 h 4 62% 3:1
6 2B IDCP −10 °C 3 h 5 53% β only
7 1C IDCP −10 °C 96 h 4 82% 2:1
8 2C IDCP −10 °C 96 h 5 78% β only
9 1C MeOTf 0 °C 18 h 4 95% 2:1
10 2C MeOTf 0 °C 6 h 5 96% β only
11 1C DMTST −20 °C 1 h 4 90% 2:1
12 2C DMTST −20 °C 10 min 5 89% β only