Kinetic Products Under Thermal Conditions: Rapid Entry into α/β-D-Galactofuranosides Using Microwave Irradiation and Selective Lewis Acids

Abstract

A modified Fischer-Lubineau reaction, employing microwave irradiation and selected Lewis acids such as Mn(ClO₄)₂, Mn(C₂H₃O₂)₃, FeCl₃, CoCl₂, and AgF as independent additives, induces rapid entry into α/β-d-galactofuranosides in very good yield and purity.

Keywords:

• D-Galactofuranosides
• Lewis acid coordination
• Zwitterionic polysaccharide PS A1
• Microwave irradiation
• M,P arrangement
• Fisher-Lubineau reaction

ACKNOWLEDGMENTS

We would like to thank Dr. Bashar Ksebati (Wayne State University) for NMR assistance, Dr. Lew Hryhorczuk (Wayne State University) for obtaining mass spectral data, and Dr. Mary Jane Heeg (Wayne State University) for x-ray data. P.R.A. also acknowledges WSU for start-up funds, and the NIH/NCI for an R03 CA153936-01.