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ChemInform Abstract: Regiospecific Glycosidation of Unprotected Sugars via Arylboronic Activation.

✍ Scribed by Kenji Oshima; Yasuhiro Aoyama

Publisher: John Wiley and Sons
Year: 2010
Weight: 28 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199929196

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✦ Synopsis

Regiospecific Glycosidation of Unprotected Sugars via Arylboronic Activation.

-Diphenylborinic acid derivative (BOR) allows selective and direct glycosidation at the 3-and/or 6-position of glucoside, galactoside, mannoside, and fucoside. It is demonstrated that the 1-hydroxy-1-methylethyl group at the ortho position of boron derivatives acts as moderately hindered intramolecular base and is responsible for the regioselectivity of the reaction.

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