Bioorganic and Medicinal Chemistry p. 1901 - 1908 (1996)
Update date:2022-08-05
Topics:
Wang, Zhi-Guang
Zhang, Xu-Fang
Ito, Yukishige
Nakahara, Yoshiaki
Ogawa, Tomoya
Sialic acid donor 5, which has a thiophenyl group as a stereocontrolling auxiliary and thiomethyl group as a leaving group was prepared and subjected to model glycosylation. Reactions with acceptor substrates 6, 7, and 8 gave coupled products 9b, 10b, and 11b, respectively, in a higher efficiency than previously observed for the bromide 1a. This reaction was further applied to the synthesis of protected glyco-amino acid fragment 12, that is strategically designed for the synthesis of sialic acid containing glycopeptides.
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