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Enantioselective Synthesis of Sealutomicin C

Abstract:
The sealutomicins are a family of anthraquinone antibiotics featuring an enediyne (sealutomicin A) or Bergman-cyclized aromatic ring (sealutomicins B–D). Herein we report the development of an enantioselective organocatalytic method for the synthesis of dihydroquinolines and the use of the developed method in the total synthesis of sealutomicin C which features a transannular cyclization of an aryllithium onto a γ-lactone as a second key step.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1021/jacs.4c02969

Authors


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Institution:
University of Oxford
Division:
HUMS
Department:
Classics Faculty
Sub department:
Chemistry Research Laboratory
Role:
Author
ORCID:
0009-0009-9123-4374
More by this author
Institution:
University of Oxford
Division:
HUMS
Department:
Classics Faculty
Sub department:
Chemistry Research Laboratory
Role:
Author
More by this author
Role:
Author
ORCID:
0000-0002-4966-0419
More by this author
Role:
Author
ORCID:
0000-0003-1166-813X


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Funder identifier:
https://ror.org/04hjbmv12
More from this funder
Funder identifier:
https://ror.org/05etxs293
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Funder identifier:
https://ror.org/04jswqb94


Publisher:
American Chemical Society
Journal:
Journal of the American Chemical Society More from this journal
Volume:
146
Issue:
26
Pages:
17757-17764
Publication date:
2024-06-17
Acceptance date:
2024-05-07
DOI:
EISSN:
1520-5126
ISSN:
0002-7863


Language:
English
Source identifiers:
2165320
Deposit date:
2024-08-06

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