Article ID Journal Published Year Pages File Type
1384150 Carbohydrate Research 2012 4 Pages PDF
Abstract

The protecting group tetraisopropyldisiloxane-1,3-yl has been investigated for simultaneous protection of two hydroxyls on pentopyranosides. Methyl α-d-xylopyranoside is protected in excellent regioselectivity and high yield to form the 2,3-protected xylopyranoside whereas methyl β-d-xylopyranoside gives the 3,4-protected product also with excellent regioselectivity.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► A new protecting group strategy for pentopyranosides is investigated. ► Simultaneous protection of two hydroxyls of xylosides to form a cyclic protecting group. ► Different regioselectivity is dependent of anomeric configuration.

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
Authors
,