1046456-69-2Relevant academic research and scientific papers
Sialylation reactions with 5-N,7-O-carbonyl-protected sialyl donors: unusual stereoselectivity with nitrile solvent assistance
Tanaka, Hidenori,Ando, Hiromune,Ishihara, Hideharu,Koketsu, Mamoru
, p. 1585 - 1593 (2008)
A 5-N,7-O-carbonyl-protected sialyl donor was synthesized, and, unexpectedly, this donor showed β-selectivity (α/β = 1/2.4-1/20) on coupling with sugar acceptors in acetonitrile upon treatment with various promoter systems. For the coupling reaction in dichloromethane, a modified Ellervik's method (IBr and AgClO4·H2O) was highly effective in activating the 5-N,7-O-carbonyl donor, providing moderate α-selectivity (α/β = ~1.8/1).
