New highly regioselective reactions of unprotected sucrose. Synthesis of 2-O-acylsucroses and 2-O-(N-alkylcarbamoyl)sucroses
作者:Caroline Chauvin、Krystyna Baczko、Daniel Plusquellec
DOI:10.1021/jo00060a053
日期:1993.4
New methodologies which lead selectively to chosen regioisomeric mono-O-acylsucroses are described. The results indicate that a selective ionization of the free sugar makes the secondary 2-OH group of the glucose moiety more nucleophilic than the primary hydroxyls. New 2-O-acylsucroses 2 and 2-O-(N-alkylcarbamoyl)sucroses 3 were thus obtained in high yields.