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Catalytic stereoselective [2,3]-rearrangement reactions

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Smith_2015_ACSC_Catalytic_AM.pdf (1.067Mb)
Date
2015
Author
West, Thomas Henry
Spoehrle, Stephanie Suzanne Madeleine
Kasten, Kevin
Taylor, James Edward
Smith, Andrew David
Keywords
Stereoselective catalysis
[2,3]-rearrangement
Allylic oxonium ylides
Allylic ammonium ylides
O-propargylic oximes
Allylic sulfoxides
Allylic N-oxides
QD Chemistry
NDAS
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Abstract
[2,3]-Sigmatropic rearrangement processes of allylic ylides or their equivalents can be applied to a variety of different substrates and generate products of wide interest and applicability to organic synthesis. This review describes the development and applications of stereoselective [2,3]-rearrangement reactions in which a sub-stoichiometric amount of a catalyst is used in either the formation of the reactive intermediate or the [2,3]-rearrangement step itself.
Citation
West , T H , Spoehrle , S S M , Kasten , K , Taylor , J E & Smith , A D 2015 , ' Catalytic stereoselective [2,3]-rearrangement reactions ' , ACS Catalysis , vol. In press . https://doi.org/10.1021/acscatal.5b02070
Publication
ACS Catalysis
Status
Peer reviewed
DOI
https://doi.org/10.1021/acscatal.5b02070
ISSN
2155-5435
Type
Journal article
Rights
Copyright © 2015 American Chemical Society. This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Catalysis, copyright © American Chemical Society, after peer review and technical editing by the publisher. To access the final edited and published work see: https://dx.doi.org/10.1021/acscatal.5b02070
Description
The authors thank the Royal Society for a University Research Fellowship (A.D.S.), the European Research Council under the European Union’s Seventh Framework Programme (FP7/2007-20013) ERC Grant Agreement No. 279850 (J.E.T., T.H.W., K.K.), and the European Union (Marie Curie ITN ‘SuBiCat’ PITN-GA-2013-607044) (S.S.M.S.) for financial support.
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  • University of St Andrews Research
URI
http://hdl.handle.net/10023/9734

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