Control of α/β Stereoselectivity in Lewis Acid Promoted C‐Glycosidations Using a Controlling Anomeric Effect Based on the Conformational Restriction Strategy

The kinetic anomeric effect has been used to control both α and β stereoselectivity in glycosidation reactions. Depending on the restricted conformation 4C1 or 1C4 of the substrate, the anomeric α (1→2) or β product (3→4) was obtained highly stereoselectively from the Lewis acid promoted anomeric allylation with allyltrimethylsilane (TIPS=triisopropylsilyl). Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2003/z19925_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.