Title
Stereoselective monoamine oxidase-catalyzed oxidative aza-Friedel-Crafts reactions of meso-pyrrolidines in aqueous buffer
Author
Faculty/Department
Faculty of Sciences. Chemistry
Faculty of Applied Engineering Sciences
Publication type
article
Publication
Weinheim ,
Subject
Engineering sciences. Technology
Source (journal)
Advanced synthesis and catalysis. - Weinheim
Volume/pages
358(2016) :10 , p. 1555-1560
ISSN
1615-4150
Carrier
E
Target language
English (eng)
Full text (Publishers DOI)
Affiliation
University of Antwerp
Abstract
We disclose the highly diastereoselective combination of monoamine oxidase-catalyzed oxidation of meso-pyrrolidines and aza-FriedelCrafts reactions in aqueous buffer to give valuable enantioenriched 2-substituted pyrrolidines in a formal double C[BOND]H activation process. A range of secondary as well as tertiary amines were shown to be suitable substrates for the biocatalytic oxidation and subsequent addition of a variety of C-nucleophiles.
E-info
https://repository.uantwerpen.be/docman/iruaauth/5cff7b/133868.pdf
Handle