Journal
ORGANIC LETTERS
Volume 15, Issue 24, Pages 6178-6181Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol4033072
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- W. M. Keck Foundation
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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.
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