
%0 Journal Article
%A Bell, KH 
%T Base effects on the stereoselectivity of the reaction of (2R,3R)-2,3-Diacetoxy- and (2R,3R)-2,3-Dibenzoyloxy-succinic anhydrides with racemic alcohols
%J Australian Journal of Chemistry
%D 1981/03/01
%V 34
%N 3
%P 671-673
%K 
%R https://doi.org/10.1071/CH9810671
%U https://www.publish.csiro.au/paper/CH9810671 
%X A study has been made of the effect on the stereoselectivity of the reaction of racemic alcohols with (2R,3R)-2,3-diacetoxy- and (2R,3R)-2,3-dibenzoyloxy-succinic anhydrides, by using various pyridine derivatives as the basic catalyst. Considerable enhancement in stereoselectivity is observed with increasing steric bulk around the basic centre, as for example in substituting 2-methylpyridine for pyridine. However, if the pKa of the base used differs significantly from that of pyridine, a decrease in stereoselectivity results. 
