Carbohydrate Research p. 235 - 246 (1981)
Update date:2022-08-02
Topics:
Acton, Edward M.
Ryan, Kenneth J.
Smith, Thomas H.
C-Glycosylation of a 2-deoxypyranose has been achieved for the first time by conversion of 4-O-p-nitrobenzoyl-N-trifluoroacetyldaunosamine in a Wittig reaction into the corresponding derivative of ethyl 2-(daunosaminyl)acetate.The product was predominantly (54percent) in the desired α-L configuration (separated from the β-L anomer, 15percent) required for further elaboration of C-daunosaminyl derivatives.Conversion into the corresponding derivatives of 2-(α-L-daunosaminyl)acetaldehyde and 2-(α-L-daunosaminyl)ethanol was also achieved.
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