Remarkable co-catalyst effects on the enantioselective hydrogenation of unfunctionalised enamines : both enantiomers of product from the same enantiomer of catalyst
Abstract
During studies on the enantioselective hydrogenation of unfunctionalised enamines, a very surprising switch in enantiopreference was observed; [((R,R)-Et-DUPHOS)-Rh(COD)]BF4 hydrogenates an enamine to give (R)-amine with up to 73% ee, but when iodine is added as a co-catalyst, the (S)-amine is formed with up to 61% ee. Mechanistic studies implicate a protonation-iminium ion reduction pathway.
Citation
Tin , S , Fanjul , T & Clarke , M L 2016 , ' Remarkable co-catalyst effects on the enantioselective hydrogenation of unfunctionalised enamines : both enantiomers of product from the same enantiomer of catalyst ' , Catalysis Science & Technology , vol. 6 , no. 3 , pp. 677-680 . https://doi.org/10.1039/C5CY02051D
Publication
Catalysis Science & Technology
Status
Peer reviewed
ISSN
2044-4753Type
Journal article
Rights
© 2016 the Authors. This work has been made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at: https://doi.org/10.1039/C5CY02051D
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