Jj. Turner et al., Mitsunobu glycosylation of nitrobenzenesulfonamides: Novel route to Amadori Rearrangement Products, TETRAHEDR L, 40(38), 1999, pp. 7039-7042
Amino-acid derived 2-nitrobenzenesulfonamides were successfully condensed u
nder Mitsunobu conditions with 2,3,4,6-tetra-O-acetyl-D-glucose to afford t
he fully protected glucosylamines in excellent yield. Upon total deprotecti
on, these compounds rearranged to provide the corresponding Amadori product
s in good overall yield. (C) 1999 Elsevier Science Ltd. All rights reserved
.