Diastereoselective Iridium-Catalyzed Amination of Biosourced Isohexides Through Borrowing Hydrogen Methodology.

J Org Chem

Université de Lyon, INSA Lyon , ICBMS, UMR 5246, CNRS - Université Lyon 1 - CPE Lyon, Bâtiment Lederer , F-69622 Villeurbanne Cedex , France.

Published: August 2018

A novel direct and diastereoselective amination of biosourced monobenzylated isohexides has been developed through borrowing hydrogen methodology using a cooperative catalysis between an iridium complex and a phosphoric acid. We also report herein the first regio- and diastereoselective direct amination of isosorbide.

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http://dx.doi.org/10.1021/acs.joc.8b01162DOI Listing

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