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. Author manuscript; available in PMC: 2013 Jan 10.
Published in final edited form as: Carbohydr Res. 2011 Oct 17;347(1):142–146. doi: 10.1016/j.carres.2011.10.016

Table 3.

Glycosylation results using perbenzylated trichloroacetimidate 2.

graphic file with name nihms332736u3.jpg
Product Promoter (equiv.) Timea (min.) Yieldb (%) α:β ratiob
12 InBr3 (0.1) 30 57 1:10
12 InCl3 (0.5) 20 48 1:30
12 In(OTf)3 (0.05) 20 72 0:1
12 BF3•OEt2 (0.2) 30 65 0:1
13 InBr3 (0.1) 30 61 0:1
13 InCl3 (0.5) 20 53 0:1
13 In(OTf)3 (0.05) 20 68 0:1
13 BF3•OEt2 (0.2) 30 60 0:1
14 InBr3 (0.1) 30 57 0:1
14 InCl3 (0.5) 20 53 0:1
14 In(OTf)3 (0.05) 20 63 0:1
14 BF3•OEt2 (0.2) 30 61 0:1
15 InBr3 (0.1) 30 30 1:3
15 InCl3 (0.5) 20 33 2:7
15 In(OTf)3 (0.05) 20 52 1:1
15 BF3•OEt2 (0.2) 30 24 2:7
a

Time to reaction completion.

b

Ratios determined by 1H NMR after column purification.