Tetrahedron Letters p. 6837 - 6840 (1997)
Update date:2022-08-02
Topics:
Castro-Palomino, Julio C.
Tsvetkov, Yury E.
Schneider, Regine
Schmidt, Richard R.
2-O-unprotected and 2-deoxy-2,3-dehydro-neuraminic acid derivatives 2, 4, and 10 exhibit enhanced acceptor properties at their 8-hydroxy group in sialylation reactions with phosphite 5 as donor: yet, mainly (10) or exclusively (2, 4) β-glycoside bond formation was observed. The 3-phenylthionocarbonate group as stereodirecting auxiliary group in the sialyl donor 11 led with 10 as acceptor to exclusive formation of α(2-8)-linked disaccharide.
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