- Abstract:
-
A short (10 step) and efficient (15% overall yield) synthesis of the natural product (−)-(3R)-inthomycin C is reported. The key steps comprise three C–C bond-forming reactions: (i) a vinylogous Mukaiyama aldol, (ii) an olefin cross-metathesis reaction, and (iii) an asymmetric Mukaiyama–Kiyooka aldol. This route is notable for its brevity and has the advantage of lacking stoichiometric tin-promoted cross-coupling reactions present in previous approaches. Initial investigations on the biologica...
Expand abstract - Publication status:
- Published
- Peer review status:
- Peer reviewed
- Version:
- Accepted Manuscript
- Files:
-
-
(pdf, 855.1kb)
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(pdf, 5.0mb)
-
- Publisher copy:
- 10.1021/acs.orglett.8b01370
-
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- Publisher:
- American Chemical Society Publisher's website
- Journal:
- Organic Letters Journal website
- Volume:
- 20
- Issue:
- 12
- Pages:
- 3583–3586
- Publication date:
- 2018-06-04
- Acceptance date:
- 2018-05-25
- DOI:
- ISSN:
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1523-7052
- Pubs id:
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pubs:857016
- URN:
-
uri:cd7995aa-ec45-40df-bf0f-d6033e8f35ee
- UUID:
-
uuid:cd7995aa-ec45-40df-bf0f-d6033e8f35ee
- Local pid:
- pubs:857016
- 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.8b01370
Journal article
Asymmetric total synthesis of (−)-(3R)-inthomycin C
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