Copper mediated, heterogeneous, enantioselective intramolecular Buchner reactions of a-diazoketones using continuous flow processing
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Accepted version
Date
2018-03-15
Authors
Crowley, Daniel C.
Lynch, Denis
Maguire, Anita R.
Journal Title
Journal ISSN
Volume Title
Publisher
American Chemical Society
Published Version
Abstract
Enantioselective intramolecular Buchner reactions of α-diazoketones can be effected using heterogeneous copper−bis(oxazoline) catalysts in batch or using continuous flow processing in up to 83% ee. The catalyst can be reused up to 7 times without loss of activity. For α-diazoketones 3 and 4, the enantioselection achieved in flow with the immobilized catalyst was comparable with the standard homogeneous catalyzed process.
Description
Keywords
Buchner reactions , Catalysts , α-diazoketones , Continuous flow processing
Citation
Crowley, D. C., Lynch, D. and Maguire, A. R. (2018) 'Copper mediated, heterogeneous, enantioselective intramolecular Buchner reactions of α-diazoketones using continuous flow processing', The Journal of Organic Chemistry, In Press, doi: 10.1021/acs.joc.8b00147
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Copyright
© 2017 American Chemical Society. This document is the Accepted Manuscript version of a Published Work that appeared in final form in The Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/abs/10.1021/acs.joc.8b00147