Divergent Total Syntheses of Yaequinolone-Related Natural Products by Late-Stage C-H Olefination

Open Access
Authors
Publication date 07-05-2021
Journal Journal of Organic Chemistry
Volume | Issue number 86 | 9
Pages (from-to) 6259-6277
Number of pages 19
Organisations
  • Faculty of Science (FNWI) - Van 't Hoff Institute for Molecular Sciences (HIMS)
Abstract Divergent total syntheses of 10 yaequinolone-related natural products have been achieved for the first time by latestage C-H olefination of 3,4-dioxygenated 4-aryl-5-hydroxyquinolin-2(1H)-ones, core structures of this family of natural products. A robust synthetic methodology to construct the core structures has been established, and the C-H olefination reaction has been carried out with synthetically useful yields and high levels of site-selectivity under mild reaction conditions in the presence of a Pd/S,O-ligand catalyst.
Document type Article
Note With supplementary material.
Language English
Published at https://doi.org/10.1021/acs.joc.1c00042
Downloads
acs.joc.1c00042 (1) (Final published version)
Supplementary materials
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