Tetrahedron letters

Henry condensations with 4, 6-O-benzylidenylated and non-protected D-glucose and L-fucose via DBU-catalysis

P Phiasivongsa, VV Samoshin, PH Gross

Index: Phiasivongsa, Pasit; Samoshin, Vyacheslav V.; Gross, Paul H. Tetrahedron Letters, 2003 , vol. 44, # 29 p. 5495 - 5498

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Citation Number: 13

Abstract

Mechanistic intermediates, and thermodynamically favored side products, in the Henry condensations of partially protected and non-protected pyranoses with a free anomeric hemiacetal function with nitromethane in various solvents for the kinetically controlled syntheses of C-glycopyranosides in the presence of DBU/molecular sieve catalyst system were identified.