Journal article
Dynamic intermediates in the radical cation diels–alder cycloaddition: lifetime and suprafacial stereoselectivity
- Abstract:
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Cation radical Diels–Alder cycloadditions proceed via an acyclic intermediate that exists on a flat region of the potential energy surface. Competition between cyclization and C–C bond rotation results in varying levels of suprafacial stereoselectivity. Quasi-classical trajectories were used to explore reaction dynamics on this surface. Even though there is no discernible energy barrier toward cyclization, a dynamically stepwise process is found, for which the acyclic intermediate is found to...
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- Publication status:
- Published
- Peer review status:
- Peer reviewed
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- Files:
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(Accepted manuscript, pdf, 273.6KB)
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- Publisher copy:
- 10.1021/acs.orglett.8b00737
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Authors
Funding
+ Agency for Science, Technology and
Research (A*STAR) Singapore
More from this funder
Funding agency for:
Tan, J
Grant:
National Science
Scholarship
+ Engineering and Physical Sciences Research Council
More from this funder
Grant:
ModellinginChemical
Sciences(EP/L015722/1
EPSRCCentrefor
DoctoralTraininginTheory
Bibliographic Details
- Publisher:
- American Chemical Society Publisher's website
- Journal:
- Organic Letters Journal website
- Volume:
- 20
- Issue:
- 10
- Pages:
- 2821-2825
- Publication date:
- 2018-05-09
- Acceptance date:
- 2018-05-01
- DOI:
- EISSN:
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1523-7052
- ISSN:
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1523-7060
- Pmid:
-
29741386
- Source identifiers:
-
853066
Item Description
- Language:
- English
- Pubs id:
-
pubs:853066
- UUID:
-
uuid:379c8c6e-e25b-4e80-a39d-04c3a43f8349
- Local pid:
- pubs:853066
- Deposit date:
- 2018-05-22
Terms of use
- Copyright holder:
- American Chemical Society
- Copyright date:
- 2018
- Notes:
- Copyright © 2018 American Chemical Society. This is the accepted manuscript version of the article. The final version is available online from American Chemical Society at: https://doi.org/10.1021/acs.orglett.8b00737
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