151. Novel, stereoselective synthesis of 2-amino saccharides
- Author
-
Du Bois, J., Tomooka, Craig S., Hong, Jason, and Carreira, Erick M.
- Subjects
Sugars -- Research ,Manganese -- Research ,Anhydrides -- Research ,Coordination compounds -- Research ,Nuclear magnetic resonance spectroscopy -- Usage ,Chemistry - Abstract
A new stereoselective method for the synthesis of 2-amino-2-deoxy monosaccharides using glycal as starting material was developed. The procedure involves initial activation of manganese nitrido complex by trifluoroacetic anhydride which serves as a reactive nitrogen transfer agent. Such metal-mediated amination reaction involves the formation of an intermediate which when allowed to react with PhSH yields a functionalized 2-amino sugar. The sugar has been recognized suitable for glycosidation reactions.
- Published
- 1997