Gem-dimethyl 4-pentenyl glycosides: Novel glycosylating agents and anomeric protecting groups
Article
Fortin, M, Kaplan, J, Pham, K et al. (2009). Gem-dimethyl 4-pentenyl glycosides: Novel glycosylating agents and anomeric protecting groups
. ORGANIC LETTERS, 11(16), 3594-3597. 10.1021/ol901313z
Fortin, M, Kaplan, J, Pham, K et al. (2009). Gem-dimethyl 4-pentenyl glycosides: Novel glycosylating agents and anomeric protecting groups
. ORGANIC LETTERS, 11(16), 3594-3597. 10.1021/ol901313z
Image Persented Two classes of gem-dimethyl 4-n-pentenyl glycosides (i.e., C2-series and C3-series) have been prepared and studied in both the glycosylation and hydrolysis manifolds utilizing NBS as the sole stoichiometric activator. These novel glycosylating agents, which are analogues of Fraser-Reid's 4-n-pentenyl glycosyl donors, show increased reactivity in side-by-side studies by virtue of the gem-dimethyl effect.
