Chemistry - A European Journal p. 11547 - 11552 (2013)
Update date:2022-08-04
Topics:
Eppe, Guillaume
Dumitrescu, Lidia
Pierrot, Olivier
Li, Tianlei
Pan, Weidong
Vincent, Stephane P.
Bump the base: This study reports the discovery of the base-induced Z-to-E isomerization of exo-glycals bearing an electron-withdrawing group (EWG). The scope of this novel transformation regarding the carbohydrate unit is also discussed. After elucidating the mechanism, preparation of novel (E)-exo- glycals was performed (TBS=tert-butyldimethylsilyl). Copyright
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