Glycosyl phosphites as glycosylation reagents: scope and mechanism

H Kondo, S Aoki, Y Ichikawa, RL Halcomb…

文献索引：Kondo, Hirosato; Aoki, Shin; Ichikawa, Yoshitaka; Halcomb, Randall L.; Ritzen, Helena; Wong, Chi-Huey Journal of Organic Chemistry, 1994 , vol. 59, # 4 p. 864 - 877

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被引用次数: 127

摘要

The glycosylation reactions with glycosyl phosphites in the presence of catalytic amounts of TMSOTf at low temperature have been studied with different donors and acceptors for the synthesis of several glycosides, including 0-glycosides, S-glycosides, C-glycosides, and glycopeptides. Mechanistic investigations of the reactions indicate that the glycosyl phosphite is activated by either TfOH or TMSOTf, depending on how the substrates are ...