Carbohydrate Research p. 195 - 210 (1987)
Update date:2022-07-29
Topics:
Lafont, Dominique
Descotes, Gerard
Addition of iodoazide to acetylated, benzylated, and methoxymethylated glycals yielded 2-deoxy-2-iodoglycosyl azides with 1,2-trans configuration.Stereoselectivity of the reaction favored the manno and talo configurations starting from D-glucal and D-galactal, respectively.With D-xylal derivatives, the stereoselectivity depended on the nature of the substituents.The Staudinger reaction of 2-deoxy-2-iodoglycosyl azides with trimethylphosphite led to the corresponding 2-deoxy-iodoglycosyl phosphoramidates in high yield.
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