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. Author manuscript; available in PMC: 2009 Nov 21.
Published in final edited form as: J Org Chem. 2008 Oct 22;73(22):8942–8953. doi: 10.1021/jo801630m

Table 5.

The 6-O-Boc Group

graphic file with name nihms-86436-t0014.jpg
Entry Conditions Products
Yield (%)
Anomeric
Ratio
(α:β)
1 1.2 equiv NIS,
0.3 equiv TfOH,
3 equiv iPrOH,
CH2Cl2, 0 °C
34, 80 1:1
2 1.2 equiv NIS,
0.3 equiv TfOH,
3 equiv iPrOH,
Et2O, 0 °C
34, 74 1.5:1
3 1.2 equiv NIS,
0.3 equiv TfOH,
CH2Cl2, 0 °C
35, 16