438044-17-8Relevant academic research and scientific papers
Enantioselective synthesis of 2-deoxy- and 2,3-dideoxyhexoses
Haukaas, Michael H.,O'Doherty, George A.
, p. 1771 - 1774 (2007/10/03)
The enantioselective syntheses of C-6 O-TBS- and N-Cbz-protected 2-deoxy- and 2,3-dideoxysugars have been achieved in 6-8 steps from furfural. A combination of chemo-, regio-, and diastereoselective oxidation and reduction reactions produced deoxysugars w
Enantioselective synthesis of N-Cbz-protected 6-amino-6-deoxymannose, -talose, and -gulose
Haukaas, Michael H.,O'Doherty, George A.
, p. 3899 - 3902 (2007/10/03)
equation presented The enantioselective synthesis of three 6-amino-6-deoxy sugars has been achieved in six to eight steps from furfural. A sequence of diastereoselective oxidation and reduction reactions produced Cbz-protected 6-aminomannose from furfuryl alcohol 3. The incorporation of a Mitsunobu reaction into the reaction sequence allows for the selective synthesis of both N-Cbz-protected 6-aminotalose and 6-aminogulose. The overall procedure allows for the synthesis of either enantiomer of these three aminosugars.
