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. 2016 Aug 4;12:1758–1764. doi: 10.3762/bjoc.12.164

Table 4.

TMSBr-mediated 2-deoxyglycosylation of O-acetyl galactal 4.

graphic file with name Beilstein_J_Org_Chem-12-1758-i016.jpg

Entry Acceptor Product Yield (α/β)

1 12 51 quant. (9:1)
2 13 52 95% (4:1)
3 14 53 90% (8:1)
4 15 54 quant. (7:1)
5 16 55 quant. (8:1)
6 17 56 quant. (9:1)
7 18 57 99% (9:1)
8a 19 58 43% (13:1)
9a 20 59 50 % α only
10a 21 60 97% (9:1)
11 22 61 50% (4:1)
12a 23 62 94% (10:1)
13a 24 63 60% α only

aA minimum amount of CH2Cl2 was added for solubility.