Journal article
Enantioselective desymmetrization of prochiral cyclohexanones by organocatalytic intramolecular Michael additions to α,β-unsaturated esters
- Abstract:
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A new catalytic asymmetric desymmetrization reaction for the synthesis of enantioenriched derivatives of 2-azabicyclo[3.3.1]nonane, a key motif common to many alkaloids, has been developed. Employing a cyclohexanediamine-derived primary amine organocatalyst, a range of prochiral cyclohexanone derivatives possessing an α,β-unsaturated ester moiety linked to the 4-position afforded the bicyclic products, which possess three stereogenic centers, as single diastereoisomers in high enantioselectiv...
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- Publication status:
- Published
- Peer review status:
- Peer reviewed
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(Version of record, pdf, 1.6MB)
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- Publisher copy:
- 10.1002/anie.201411924
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Authors
Funding
European Commission
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EPSRC
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Bibliographic Details
- Publisher:
- Wiley Publisher's website
- Journal:
- Angewandte Chemie Journal website
- Volume:
- 54
- Issue:
- 16
- Pages:
- 4899–4903
- Publication date:
- 2015-04-07
- DOI:
- ISSN:
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1521-3773 and 1433-7851
- Pmid:
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25727215
Item Description
- Language:
- English
- Keywords:
- Pubs id:
-
pubs:509932
- UUID:
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uuid:6aca3459-892a-48ea-ab86-d2128a6f112b
- Local pid:
- pubs:509932
- Deposit date:
- 2016-09-06
Terms of use
- Copyright holder:
- Adam Gammack Yamagata et al
- Copyright date:
- 2015
- Notes:
- 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.
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