Mitsunobu glycosylation of nitrobenzenesulfonamides: Novel route to Amadori rearrangement products

DOI: 10.1016/S0040-4039(99)01452-5

Source and publish data:

Tetrahedron Letters p. 7039 - 7042 (1999)

Update date:2022-07-30

Topics:

Authors:

Turner, John J.

Wilschut, Niels

Overkleeft, Herman S.

Klaffke, Werner

Van der Marel, Gijs A.

Van Boom, Jacques H.

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Article abstract of DOI:10.1016/S0040-4039(99)01452-5

Amino-acid derived 2-nitrobenzenesulfonamides were successfully condensed under Mitsunobu conditions with 2,3,4,6-tetra-O-acetyl-D-glucose to afford the fully protected glucosylamines in excellent yield. Upon total deprotection, these compounds rearranged to provide the corresponding Amadori products in good overall yield.

Full text of DOI:10.1016/S0040-4039(99)01452-5

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