Tetrahedron Letters p. 8379 - 8382 (1995)
Update date:2022-08-02
Topics: Characterization Deprotection Protection of Functional Groups Isolation and Purification Ring Formation Ring Opening Introduction of Derivative Groups
Vlahov, Iontcho R.
Linhardt, Robert J.
Synthesis of new and potentially universal L-idopyranuronic glycosyl-donor and/or -acceptor 13 was performed starting from D-glucofuranurono-6,3-lactone 1.After simple C-5-epimerization, C-1-thioacetalization and regioselective p-methoxybenzylidenation to the hydroxylactone 6, the lactone ring was opened.The resulting diolamide stereoselectively protected, providing compound 7.Regioselective reductive cleavage of the 1,3-dioxane ring and subsequent deprotection afforded the target molecule 13.
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(1995)
