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Rapid asymmetric transfer hydroformylation (ATHF) of disubstituted alkenes using paraformaldehyde as a syngas surrogate

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Fuentes_et_al_2015_CEJ_Rapid_CC.pdf (288.3Kb)
Date
14/07/2015
Author
Fuentes García, José Antonio
Pittaway, Rachael
Clarke, Matt
Funder
The Royal Society
EPSRC
Grant ID
IF120023
EP/M003868/1
Keywords
Enantioselective Catalysis
Microwave
Carbinylation
Hydroformylation
Formaldehyde
QD Chemistry
NDAS
BDC
Metadata
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Abstract
As an alternative to conventional asymmetric hydroformylation (AHF), Asymmetric Transfer Hydroformylation (ATHF) using formaldehyde as a surrogate for syngas is reported. A catalyst derived from commercially available [Rh(acac)(CO)2] and Ph-BPE stands out in terms of both activity and enantioselectivity. Remarkably, not only are high selectivities achievable, the reactions are very simple to carry out, and can give higher enantioselectivity (up to 96% e.e.) and/or turnover frequencies than those that are achievable using the same catalyst (or other leading catalysts) using typical conditions for AHF.
Citation
Fuentes García , J A , Pittaway , R & Clarke , M 2015 , ' Rapid asymmetric transfer hydroformylation (ATHF) of disubstituted alkenes using paraformaldehyde as a syngas surrogate ' , Chemistry - A European Journal , vol. 21 , no. 30 , pp. 10645-10649 . https://doi.org/10.1002/chem.201502049
Publication
Chemistry - A European Journal
Status
Peer reviewed
DOI
https://doi.org/10.1002/chem.201502049
ISSN
0947-6539
Type
Journal article
Rights
© 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0/), which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
Description
The authors thank Dr. Reddys (UK) and the Royal Society for an Industry Fellowship in the early stage of this work (2012–2014), and the EPSRC for funding (EP/M003868/1).
Collections
  • University of St Andrews Research
URI
http://hdl.handle.net/10023/6939

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