Published May 7, 2021
| Accepted Version + Supplemental Material
Journal Article
Open
A Synthetic Strategy toward Eight-Membered Cyclic Amines by Cycloetherification and Claisen Rearrangement
Chicago
Abstract
Eight-membered nitrogen-containing heterocycles were straightforwardly produced by a nickel-catalyzed cycloetherification and subsequent Claisen rearrangement of secondary and tertiary alcohols. In particular, a one-pot transformation was achieved with tertiary alcohols in moderate to good yields. This operationally simple reaction is tolerant of many functional groups and applicable to the synthesis of various medium-sized ring nitrogen-containing heterocycles.
Additional Information
© 2021 American Chemical Society. Received: March 4, 2021; Published: April 12, 2021. We thank the NIH-NIGMS (R01GM080269) and Caltech for financial support. S.-J.H. was supported by the Korea Institute of Science and Technology (2E31360, 2E31140) and the NRF (NRF-2020M1A2A2079798). M.A.C. thanks the California Alliance for Graduate Education and the Professoriate (AGEP) and the NSF (Grant No. 1306760). We thank Dr. Trevor Lohrey for mass spectrometry assistance. Author Contributions: S.-J.H. and M.A.C. contributed equally to this work. The authors declare no competing financial interest.Attached Files
Accepted Version - nihms-1746783.pdf
Supplemental Material - ol1c00763_si_001.pdf
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Additional details
- PMCID
- PMC8846577
- Eprint ID
- 108750
- Resolver ID
- CaltechAUTHORS:20210416-080746750
- NIH
- R01GM080269
- Caltech
- Korea Institute of Science and Technology (KIST)
- 2E31360
- Korea Institute of Science and Technology (KIST)
- 2E31140
- National Research Foundation of Korea
- NRF-2020M1A2A2079798
- California Alliance for Graduate Education and the Professoriate
- NSF
- HRD-1306760
- Created
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2021-04-19Created from EPrint's datestamp field
- Updated
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2022-05-11Created from EPrint's last_modified field