Carbohydrate Research 2012-05-15

Tetraisopropyldisiloxane-1,3-diyl as a versatile protecting group for pentopyranosides.

Richard Johnsson, Richard Johnsson

Index: Carbohydr. Res. 353 , 92-5, (2012)

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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.Copyright © 2012 Elsevier Ltd. All rights reserved.