- Abstract:
- An approach to the intramolecular Diels-Alder reaction has led to a cascade synthesis of complex carbocycles composed of three fused rings and up to five stereocentres with complete stereocontrol. Computational analysis reveals that the reaction proceeds via a Michael-Michael-cyclopropanation-epimerization cascade, in which size and coordination of the counterion is key.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
- Version:
- Publisher's version
- Files:
-
-
(pdf, 2.0MB)
-
- Publisher copy:
- 10.1002/anie.201608534
-
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- Grant:
- EP/I003398/1; EP/K014668/1
- Publisher:
- Wiley-VCH Verlag Publisher's website
- Journal:
- Angewandte Chemie International Edition Journal website
- Volume:
- 55
- Issue:
- 44
- Pages:
- 13813–13817
- Publication date:
- 2016-01-01
- Acceptance date:
- 2016-09-14
- DOI:
- EISSN:
-
1521-3757
- ISSN:
-
0044-8249
- Pubs id:
-
pubs:642725
- URN:
-
uri:cb564e2a-46d1-42c4-9316-3c67ba453edc
- UUID:
-
uuid:cb564e2a-46d1-42c4-9316-3c67ba453edc
- Local pid:
- pubs:642725
- Paper number:
- 44
- Copyright holder:
- Kiss et al.
- Copyright date:
- 2016
- Notes:
-
Copyright © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & 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
Counterion-directed approach to the Diels-Alder paradigm: cascade synthesis of tricyclic fused cyclopropanes
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+ Engineering and Physical Sciences Research Council
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