Journal article
Catalytic asymmetric synthesis of cyclohexanes by hydrogen borrowing annulations
- Abstract:
- Hydrogen borrowing catalysis serves as a powerful alternative to enolate alkylation, enabling the direct coupling of ketones with unactivated alcohols. However, to date, methods that enable control over the absolute stereochemical outcome of such a process have remained elusive. Here we report a catalytic asymmetric method for the synthesis of enantioenriched cyclohexanes from 1,5‐diols via hydrogen borrowing catalysis. This reaction is mediated by the addition of a chiral iridium(I) complex, which is able to impart high levels of enantioselectivity upon the process. A series of enantioenriched cyclohexanes have been prepared and the mode of enantioinduction has been probed by a combination of experimental and DFT studies.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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- Publisher copy:
- 10.1002/anie.201907514
Authors
- Publisher:
- Wiley
- Journal:
- Angewandte Chemie International Edition More from this journal
- Publication date:
- 2019-07-02
- Acceptance date:
- 2019-07-02
- DOI:
- EISSN:
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1521-3773
- ISSN:
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1433-7851
- Keywords:
- Pubs id:
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pubs:1025692
- UUID:
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uuid:a900c746-6e47-4a62-b417-bd96dccfb73b
- Local pid:
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pubs:1025692
- Source identifiers:
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1025692
- Deposit date:
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2019-07-02
Terms of use
- Copyright holder:
- Armstrong et al
- Copyright date:
- 2019
- Notes:
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Copyright © 2019 The Authors published by Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
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.
- Licence:
- CC Attribution (CC BY)
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