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. Author manuscript; available in PMC: 2015 Jul 30.
Published in final edited form as: Tetrahedron Lett. 2005 Apr 2;46(19):3417–3421. doi: 10.1016/j.tetlet.2005.03.099

Table 1.

Glycosylation using glycosyl donors with various ester-protecting groups at C2

graphic file with name nihms689945t1.jpg Acceptors
graphic file with name nihms689945t2.jpg graphic file with name nihms689945t3.jpg
1a P=Ac X= O-trichloroacetimidateb 84% (α:β 1:1) NA
1b P=Bz X= O-trichloroacetimidateb NA 86% (α only)
1c P = ClCH2CO X = O-trichloroacetimidateb NA 85% (α only)
1d P=CH3OCO X = O-trichloroacetimidateb 85% (α:β 1:1) 83% (α only)
1e P = (CH3)3CCO X = O-trichloroacetimidateb 80% (α only) 81% (α:β 2:3)
1f P = (CH3)3CCO X = SPhc NA 82% (α:β 1:3)
a

Compound 1a–e, R1 = Ac, R2 = Ac; compound 1f, R1:R2 = CHPh.

b

Activation with TMSOTf.

c

Activation with NIS/AgOTf.