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Please use this identifier to cite or link to this item: http://hdl.handle.net/1807/31637

Title: Borinic Acid-catalyzed Regioselective Functionalization of Polyols
Authors: Williamson, Caitlin
Advisor: Taylor, Mark S.
Department: Chemistry
Keywords: borinic acid catalysis
diol
carbohydrate
Issue Date: 4-Jan-2012
Abstract: The selective manipulation of hydroxyl groups in di- and polyols is a frequently encountered problem in organic synthesis. Such processes are often tedious and/or moderate yielding, and often necessitate multistep protection / deprotection sequences. Applying boron–diol interactions previously exploited in molecular recognition and based on methods previously developed in our research group, we have developed two classes of chemical transformations: 1. Regioselective sulfonylations of carbohydrate derivatives catalyzed by a borinic ester, providing access to the corresponding mono-tosylates in high yields; 2. Selective monoalkylations and monosulfonylations of structurally diverse 1,2- and 1,3-diol substrates.
URI: http://hdl.handle.net/1807/31637
Appears in Collections:Master

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