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. Author manuscript; available in PMC: 2008 Sep 11.
Published in final edited form as: J Org Chem. 2007 Jul 21;72(17):6409–6420. doi: 10.1021/jo070585g

Table 1.

Evaluation of buiding blocks for BC disaccharide synthesis.

graphic file with name nihms62604t1.jpg
Entry # Donor Acceptor Product (yield)
1 3 4 -
2 7 4 9 (10 %)a
3 8 4 10 (30 %)a
4 8 6 11 (30 %)a
5 7 5 12β (50 – 70%)a
12α (10 – 20%)a
6 8 6 12β (72 %)b
[a]

AgOTf was added as a solution in diethyl ether to donor dissolved in dichloromethane. Ratio of diethyl ether to dichloromethane is 1:2

[b]

AgOTf was added as a solution in acetonitrile to donor dissolved in dichloromethane. Ratio of acetonitrile to dichloromethane is 1:20.