- Abstract:
-
The 1H and 13C NMR data of synthetic samples of (S)-N(1)-methyl-2-[2'-(3″-hydroxy-4″-methoxyphenyl)ethyl]-1,2,3,4-tetrahydroquinoline, the originally proposed structure of the Hancock alkaloid (-)-galipeine, do not match those of the natural product. Herein, the preparation of the regioisomer (S)-N(1)-methyl-2-[2'-(3″-methoxy-4″-hydroxyphenyl)ethyl]-1,2,3,4-tetrahydroquinoline is reported, the 1H and 13C NMR data of which are in excellent agreement with those of (-)-galipeine. Comparison of s...
Expand abstract - Publication status:
- Published
- Peer review status:
- Peer reviewed
- Version:
- Accepted Manuscript
- Files:
-
-
(pdf, 221.3kb)
-
- Publisher copy:
- 10.1021/acs.joc.7b01720
-
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- Publisher:
- American Chemical Society Publisher's website
- Journal:
- Journal of Organic Chemistry Journal website
- Volume:
- 82
- Issue:
- 19
- Pages:
- 10673–10679
- Publication date:
- 2017-08-15
- Acceptance date:
- 2017-08-15
- DOI:
- EISSN:
-
1520-6904
- ISSN:
-
0022-3263
- Pubs id:
-
pubs:726246
- URN:
-
uri:c60be976-e263-46fb-8911-b39fabace665
- UUID:
-
uuid:c60be976-e263-46fb-8911-b39fabace665
- Local pid:
- pubs:726246
- Language:
- English
- Copyright holder:
- American Chemical Society
- Copyright date:
- 2017
- Notes:
-
Copyright © 2017 American Chemical Society. This is the accepted manuscript version of the article. The final version is available online from the American Chemical Society at: https://doi.org/10.1021/acs.joc.7b01720
Journal article
Structural revision of the Hancock alkaloid (-)-galipeine
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