Chemistry–A European Journal

Synthesis of a Polymer??Bound Galactosylamine and Its Application as an Immobilized Chiral Auxiliary in Stereoselective Syntheses of Piperidine and Amino Acid …

G Zech, H Kunz

Index: Zech, Gernot; Kunz, Horst Chemistry - A European Journal, 2004 , vol. 10, # 17 p. 4136 - 4149

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Citation Number: 28

Abstract

Abstract A 2, 3, 4-tri-O-pivaloylated β-D-galactopyranosyl azide bearing a hydroxy- functionalized spacer unit at the C-6 position of the galactose was synthesized and immobilized on the solid phase by using a polymer-bound chlorosilane. The azide was reduced to the corresponding galactopyranosylamine, which served as a versatile chiral auxiliary in highly diastereoselective Ugi four-component condensation reactions at ...