Department of Chemistry, University of Florida, 214 Leigh Hall, Gainesville, Florida 32611, USA.
Org Biomol Chem. 2021 Dec 1;19(46):10169-10173. doi: 10.1039/d1ob01977e.
A new and efficient method was developed for the synthesis of C3-substituted sialyl glycals that are useful for novel sialidase inhibitor discovery. This method was based on the cross-coupling reactions of 3-iodo-sialyl glycal methyl ester with boronic acids, alkenes and alkynes to directly introduce various functional groups to the sialyl glycal C3-position. A series of C3-aryl, alkyl, alkenyl, and alkynyl derivatives of sialyl glycal were efficiently and conveniently synthesized for the first time by this method, which has demonstrated its wide application scope.
开发了一种新的有效方法来合成 C3-取代的唾液酸糖基，这对于新型唾液酸酶抑制剂的发现非常有用。该方法基于 3-碘唾液酸糖基甲酯与硼酸、烯烃和炔烃的交叉偶联反应，可直接将各种官能团引入唾液酸糖基的 C3-位。通过该方法首次高效便捷地合成了一系列 C3-芳基、烷基、烯基和炔基唾液酸糖基衍生物，证明了其广泛的应用范围。
