R. Schure et al., Improved stereoselective synthesis of the beta-anomer of 1-[3,5-bis-O-(p-chlorobenzoyl)-2-deoxy-D-ribofuranosyl]-5-iodo-2-pyrimidinone, ORG PROC R, 3(2), 1999, pp. 135-138
The lack of stereochemical control has been a major hurdle in synthesizing
beta-nucleosides in large scale. This paper reports a study of the effects
of different catalysts used in the synthesis of beta-nucleosides, The effec
ts of time and temperature on alpha- and beta-anomers are illustrated in th
is paper, The yield and selectivity of the beta-nucleoside have been improv
ed vastly at temperatures between -30 and -40 degrees C and by using SnCl4
as the catalyst.