Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 16, Pages 4540-4544Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201700021
Keywords
alkynes; asymmetric catalysis; C-H functionalization; pyrazolones; rhodium
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Funding
- National Key Research and Development Program of China [2016YFA0202900]
- National Basic Research Program of China [2015CB856600]
- NSFC [21421091, 21332009]
- Program of Shanghai Subject Chief Scientist [16XD1404300]
- Chinese Academy of Sciences
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Rhodium-catalyzed C(sp(2))-H functionalization reactions of 4-aryl-5-pyrazolones followed by [3+2] annulation reactions with alkynes provide rapid access to highly enantioenriched five-membered-ring 4-spiro-5-pyrazolones. The use of a chiral SCpRh catalyst enabled the synthesis of a large range of spiropyrazolones with all-carbon quaternary stereogenic centers in up to 99% yield and 98% ee from readily available substrates.
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