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A novel approach towards the stereoselective synthesis of 2-azido-2-deoxy-β-d-mannosides

✍ Scribed by Remy E.J.N Litjens; Michiel A Leeuwenburgh; Gijsbert A van der Marel; Jacques H van Boom

Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 133 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)01880-9

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✦ Synopsis

Low temperature mannosylation of glycosyl acceptors under the agency of S-(4-methoxyphenyl) benzenethiosulfinate (MPBT) and trifluoromethanesulfonic anhydride (Tf 2 O) with p-methoxyphenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1thio-a-D-mannopyranoside, readily available from D-mannosamine hydrochloride, affords 2-azido-2-deoxy-D-mannosides with high b-selectivity in good yields.

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