- Abstract:
-
Non‐biaryl atropisomers are valuable in medicine, materials, and catalysis, but their enantioselective synthesis remains a challenge. Herein, a counterion‐mediated O‐alkylation method for the generation of atropisomeric amides with an er up to 99:1 is outlined. This dynamic kinetic resolution is enabled by the observation that the rate of racemization of atropisomeric naphthamides is significantly increased by the presence of an intramolecular O−H⋅⋅⋅NCO hydrogen bond. Upon O‐alkylation of the...
Expand abstract - Publication status:
- Published
- Peer review status:
- Peer reviewed
- Version:
- Publisher's Version
- Files:
-
-
(pdf, 3.1MB)
-
- Publisher copy:
- 10.1002/anie.201814362
-
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- Publisher:
- John Wiley and Sons, Ltd. Publisher's website
- Journal:
- Angewandte Chemie International Edition Journal website
- Volume:
- 58
- Issue:
- 9
- Pages:
- 2795-2798
- Publication date:
- 2019-02-06
- Acceptance date:
- 2019-01-08
- DOI:
- EISSN:
-
1521-3773
- ISSN:
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1433-7851
- Pubs id:
-
pubs:959943
- URN:
-
uri:8f409272-989c-4202-af37-35a346a30af5
- UUID:
-
uuid:8f409272-989c-4202-af37-35a346a30af5
- Local pid:
- pubs:959943
- Language:
- English
- Keywords:
- Copyright holder:
- Fugard et al.
- Copyright date:
- 2019
- Notes:
-
© 2019 The Authors. Published by Wiley-VCH Verlag GmbH and Co. KGaA.
This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited
Journal article
Hydrogen‐bond‐enabled dynamic kinetic resolution of axially chiral amides mediated by a chiral counterion
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