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Abstract The Mitsunobu reaction of flavonoids and 3,4,6-tri-O-acetyl-2-deoxy- d -glucopyranose or 3,4,6-tri-O-benzyl-2-deoxy- d -glucopyranose is a very effective method for the stereoselective synthesis of flavonoid 2-deoxyglucosides. Since there is no… Click to show full abstract
Abstract The Mitsunobu reaction of flavonoids and 3,4,6-tri-O-acetyl-2-deoxy- d -glucopyranose or 3,4,6-tri-O-benzyl-2-deoxy- d -glucopyranose is a very effective method for the stereoselective synthesis of flavonoid 2-deoxyglucosides. Since there is no C2 substituent on the sugar moieties, the observed α- or β-stereoselectivity was mainly controlled by the (acetyl or benzyl) protecting groups. Possible mechanistic insights are offered to explain the dual stereoselectivity.
Journal Title: Tetrahedron Letters
Year Published: 2018
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