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Convergent total syntheses of (-)-rubriflordilactone B and (-)-pseudo-rubriflordilactone B

Abstract:
A highly convergent strategy for the synthesis of the natural product (-)-rubriflordilactone B, and the proposed structure of (-)-pseudo-rubriflordilactone B, is described. Late stage coupling of diynes containing the respective natural product FG rings with a common AB ring aldehyde precedes rhodium-catalyzed [2+2+2] alkyne cyclotrimerization to form the natural product skeleton, with the syntheses completed in just one further operation. This work resolves the uncertainty surrounding the identity of pseudo-rubriflordilactone B, and provides a robust platform for further synthetic and biological investigations.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1002/anie.201908917

Authors


Publisher:
Wiley
Journal:
Angewandte Chemie International Edition More from this journal
Volume:
58
Issue:
50
Pages:
18177-18181
Publication date:
2019-10-08
Acceptance date:
2019-10-08
DOI:
EISSN:
1521-3773
ISSN:
1433-7851
Pmid:
31595605


Language:
English
Keywords:
Pubs id:
pubs:1061695
UUID:
uuid:09170c4d-58e3-45d1-8276-b252ab84997c
Local pid:
pubs:1061695
Source identifiers:
1061695
Deposit date:
2019-10-31
ARK identifier:

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