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2005
Carbohydrates
U 0500
Sulfonium Triflate Mediated Glycosidations of Aryl 2-Azido-2-deoxy-1-thio— The use of disarmed thiomannosides (I) as glycosyl donors is
26- 130 -D-mannosides.
successfully demonstrated in the glycosylation of a variety of acceptors using a sulfoxide—Tf2O activator system. Piperidinyl phenyl sulfoxide is used in the activation of
anisylthiomannoside (Ia) while the more reactive diphenyl sulfoxide is necessary for
the activation of phenylthiomannoside (Ib). The stereoselectivity of glycosidation
seems to be mainly governed by the nature of acceptor. — (LITJENS, R. E. J.; VAN
DEN BOS, L. J.; CODEE, J. D. C.; VAN DEN BERG, R. J. B. H. N.; OVERKLEEFT,
H. S.; VAN DER MAREL*, G. A.; Eur. J. Org. Chem. 2005, 5, 918-924; Leiden Inst.
Chem., Leiden Univ., NL-2300 RA Leiden, Neth.; Eng.) — Mischke
2005
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