Mannopyranosyl Uronic Acid Donor Reactivity
- Walvoort, Marthe T. C.
- de Witte, Wilbert
- van Dijk, Jesse
- Dinkelaar, Jasper
- Lodder, Gerrit
- Overkleeft, Herman S.
- Codee, Jeroen D. C.
- van der Marel, Gijsbert A.
DOIAbstract
The reactivity of a variety of mannopyranosyl uronic acid donors was assessed In a set of competition experiments, in which two (S)-tolyl mannosyl donors were made to compete for a limited amount of promoter (NIS/TfOH). These experiments revealed that the reactivity of mannuronic acid donors is significantly higher than expected based on the electron-withdrawing capacity of the C-5 carboxylic acid ester function. A 4-O-acetyl-beta-(S)-tolyl mannuronic acid donor was found to have similar reactivity as per-O-benzyl-alpha-(S)-tolyl mannose
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