摘要:
An attempt to synthesize alpha(2 -> 8)-linked oligosialic acid utilizing a 1,5-lactamized sialyl acceptor is described. 1,5-Lactamization was experimentally proven to proceed only for alpha-sialoside, which was integrated into the synthetic cycle of oligosialic acid as a chemical sorting step to collect the desired alpha-sialoside and as a transformation step to produce a reactive sialyl acceptor for the next sialylation. Lactarnized oligosialyl acceptors served as favorable coupling partners for sialylation, providing high stereoselectivities and high yields. (C) 2009 Elsevier Ltd. All rights reserved.