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Published on: November 9, 2019
Chiral copper(II) complex-catalyzed reactions of partially protected carbohydrates
C Liana Allen1, Scott J Miller
1Department of Chemistry, Yale University , P.O. Box 208107, New Haven, Connecticut 06520, United States.
Abstract:
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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