Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 37, Pages 11232-11236Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201706005
Keywords
asymmetric catalysis; copper; drug discovery; heterocycles; propargylic compounds
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Funding
- Max-Planck-Gesellschaft
- Ministry of Education and Science of the Russian Federation [02.a03.21.0008]
- Alexander von Humboldt Foundation
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A highly enantioselective copper-catalyzed vinylogous propargylic substitution has been developed. Aromatic and aliphatic propargylic esters react smoothly with substituted coumarins under mild reaction conditions to give the desired products with excellent yields and enantioselectivities. Subsequent single-step transformations enable the synthesis of a wide range of multifunctional and diverse compounds, and allow the efficient combination of different natural product fragments. Investigation of the obtained compound collection in cellbased assays monitoring changes in phenotype led to the discovery of a novel class of autophagy inhibitors.
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