A selective and operationally simple approach for removal of methoxy-, allyloxy-, and benzyloxycarbonyl groups from carbinols

作者：Adinolfi Matteo; Iadonisi Alfonso^*; Pastore Antonello

来源：Tetrahedron Letters, 2009, 50(50): 7051-7054.

DOI：10.1016/j.tetlet.2009.09.174

• Protecting groups
• Alkoxycarbonyl groups
• Carbohydrates
• Lithium iodide

Lil in refluxing pyridine can remove within a few hours methoxy-, allyloxy-, and benzyloxycarbonyl groups from saccharidic carbinols under conditions compatible with the maintenance of acyl groups. Addition of a stoichiometric excess of acetic acid to the reaction mixture minimizes or even suppresses intramolecular transesterifications. The procedure broadens the scope of some alkoxycarbonyl groups in organic synthesis.

• 出版日期2009-12-16