Chiral Copper(II) Complex-Catalyzed Reactions of Partially Protected Carbohydrates

作者：C. Liana Allen, Scott J. Miller · 发表于：Organic Letters · 年份：2013 · DOI：10.1021/ol4033072 · 被引用次数：97 · 研究领域：Carbohydrate Chemistry and Synthesis、Chemical Synthesis and Analysis、Glycosylation and Glycoproteins Research

Catalyst-controlled regioselective functionalization of partially protected saccharide molecules is a highly important yet under-developed area of carbohydrate chemistry. Such reactions allow for the reduction of protecting group manipulation steps required in syntheses involving sugars. Herein, an approach to these processes using enantiopure copper-bis(oxazoline) catalysts to control couplings of electrophiles to various partially protected sugars is reported. In a number of cases, divergent regioselectivity was observed as a function of the enantiomer of catalyst that is used.