Abstract
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.
Cited by
2 articles.
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