Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 19, Issue 2, Pages 348-354Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0ob02140g
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Funding
- National Natural Science Foundation of China [21722206, 21672171, 21702166]
- Shaanxi government
- Chinese Universities Scientific Fund
- Scientific Fund of Northwest AF University
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The study presents a tandem asymmetric Michael-addition/cyclization of cyclic 1,3-dicarbonyl compounds to beta,gamma-unsaturated alpha-ketoesters catalyzed by chiral phosphoric acid, providing a facile approach for the construction of enantioenriched 9-alkyl tetrahydroxanthenones in high yields with good to high enantioselectivities, a common framework in natural products and pharmaceutical molecules.
A tandem asymmetric Michael-addition/cyclization of cyclic 1,3-dicarbonyl compounds to beta,gamma-unsaturated alpha-ketoesters catalyzed by chiral phosphoric acid is presented. This protocol provides a facile approach for the construction of enantioenriched 9-alkyl tetrahydroxanthenones, an ubiquitous framework found in a number of natural products and pharmaceutical molecules, in high yields with good to high enantioselectivities.
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