Monday, October 21, 2013

Chiral Phosphoric Acid Directed Regioselective Acetalization of Carbohydrate-Derived 1,2-Diols

by Enoch Mensah, Nicole Camasso, Will Kaplan, Pavel Nagorny*

Thumbnail image of graphical abstract

In control: A chiral phosphoric acid catalyst (see scheme) significantly enhances or completely overrides the inherent regioselective acetalization profiles exhibited by monosaccharide-derived 1,2-diol substrates. This study represents the first example of chiral-catalyst-directed regio- and enantioselective intermolecular acetalizations, which are complementary to existing methods for substrate-controlled functionalization of polyols.

Angewandte Chemie International Edition
DOI: 10.1002/anie.201304298

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