Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 47, Pages 16859-16863Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201910414
Keywords
asymmetric synthesis; hydrogen atom transfer; eosinY; radical umpolung; rhodium
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Funding
- Ministry of Education (MOE) of Singapore [MOE2017-T2-2-081]
- GSK-EDB [R-143-000-687-592]
- National Natural Science Foundation of China [21702142, 21871205]
- National University of Singapore (Suzhou) Research Institute
- Deutsche Forschungsgemeinschaft [ME 1805/17-1]
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Enantioenriched 1,4-dicarbonyl compounds are versatile synthons in natural product and pharmaceutical drug synthesis. We herein report a mild pathway for the efficient enantioselective synthesis of these compounds directly from aldehydes through synergistic cooperation between a neutral eosinY hydrogen atom transfer photocatalyst and a chiral rhodium Lewis acid catalyst. This method is distinguished by its operational simplicity, abundant feedstocks, atom economy, and ability to generate products in high yields (up to 99%) and high enantioselectivity (up to 99% ee).
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