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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 2.

Glycosylation results using peracetylated trichloroacetimidate 1.

graphic file with name nihms332736u2.jpg
Product Promoter (equiv.) Timea (min.) Yield (%)
8 InBr3 (0.1) 30 42
8 InCl3 (0.5) 20 45
8 In(OTf)3 (0.05) 15 6b
8 BF3•OEt2 (0.2) 30 59
9 InBr3 (0.1) 30 53
9 InCl3 (0.5) 20 72
9 In(OTf)3 (0.05) 15 31
9 BF3•OEt2 (0.2) 30 59
10 InBr3 (0.1) 30 81
10 InCl3 (0.5) 20 42
10 In(OTf)3 (0.05) 15 33
10 BF3•OEt2 (0.2) 30 40
11 InBr3 (0.1) 30 60
11 InCl3 (0.5) 20 52
11 In(OTf)3 (0.05) 15 57
11 BF3•OEt2 (0.2) 30 43
a

Time to reaction completion.

b

Yields determined by 1H NMR spiked with a mesitylene standard.