Chain walking of allylrhodium species towards esters during rhodium-catalyzed nucleophilic allylations of imines

Allylrhodium species derived from δ-trifluoroboryl β,γ-unsaturated esters undergo chain walking towards the ester moiety.The resulting allylrhodium species react with imines to give products containing two new stereocenters and a Z-alkene. By using a chiral diene ligand, products can be obtained wit...

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Main Authors: Martínez, Jose I., Smith, Joshua S., Hepburn, Hamish B., Lam, Hon Wai
Format: Article
Published: Wiley-VCH Verlag 2015
Online Access:https://eprints.nottingham.ac.uk/30669/
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author Martínez, Jose I.
Smith, Joshua S.
Hepburn, Hamish B.
Lam, Hon Wai
author_facet Martínez, Jose I.
Smith, Joshua S.
Hepburn, Hamish B.
Lam, Hon Wai
author_sort Martínez, Jose I.
building Nottingham Research Data Repository
collection Online Access
description Allylrhodium species derived from δ-trifluoroboryl β,γ-unsaturated esters undergo chain walking towards the ester moiety.The resulting allylrhodium species react with imines to give products containing two new stereocenters and a Z-alkene. By using a chiral diene ligand, products can be obtained with high enantioselectivities, where a pronounced matched/mismatched effect with the chirality of the allyltrifluoroborate is evident.
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institution University of Nottingham Malaysia Campus
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publishDate 2015
publisher Wiley-VCH Verlag
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spelling nottingham-306692020-05-04T17:28:12Z https://eprints.nottingham.ac.uk/30669/ Chain walking of allylrhodium species towards esters during rhodium-catalyzed nucleophilic allylations of imines Martínez, Jose I. Smith, Joshua S. Hepburn, Hamish B. Lam, Hon Wai Allylrhodium species derived from δ-trifluoroboryl β,γ-unsaturated esters undergo chain walking towards the ester moiety.The resulting allylrhodium species react with imines to give products containing two new stereocenters and a Z-alkene. By using a chiral diene ligand, products can be obtained with high enantioselectivities, where a pronounced matched/mismatched effect with the chirality of the allyltrifluoroborate is evident. Wiley-VCH Verlag 2015-12-03 Article PeerReviewed Martínez, Jose I., Smith, Joshua S., Hepburn, Hamish B. and Lam, Hon Wai (2015) Chain walking of allylrhodium species towards esters during rhodium-catalyzed nucleophilic allylations of imines. Angewandte Chemie International Edition . ISSN 1433-7851 http://onlinelibrary.wiley.com/doi/10.1002/anie.201508964/full doi:10.1002/anie.201508964 doi:10.1002/anie.201508964
spellingShingle Martínez, Jose I.
Smith, Joshua S.
Hepburn, Hamish B.
Lam, Hon Wai
Chain walking of allylrhodium species towards esters during rhodium-catalyzed nucleophilic allylations of imines
title Chain walking of allylrhodium species towards esters during rhodium-catalyzed nucleophilic allylations of imines
title_full Chain walking of allylrhodium species towards esters during rhodium-catalyzed nucleophilic allylations of imines
title_fullStr Chain walking of allylrhodium species towards esters during rhodium-catalyzed nucleophilic allylations of imines
title_full_unstemmed Chain walking of allylrhodium species towards esters during rhodium-catalyzed nucleophilic allylations of imines
title_short Chain walking of allylrhodium species towards esters during rhodium-catalyzed nucleophilic allylations of imines
title_sort chain walking of allylrhodium species towards esters during rhodium-catalyzed nucleophilic allylations of imines
url https://eprints.nottingham.ac.uk/30669/
https://eprints.nottingham.ac.uk/30669/
https://eprints.nottingham.ac.uk/30669/