Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 8, Pages 2761-2764Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b13300
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Funding
- Duke University
- NIGMS [T32GM007105-42]
- Duke Chemistry Department
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [T32GM007105] Funding Source: NIH RePORTER
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We report a highly enantioselective Pd-PHOX-catalyzed intermolecular hydroalkylation of acyclic 1,3-dienes. Meldrum's acid derivatives and other activated C-pronucleophiles, such as beta-diketones and malononitriles, react with a variety of aryl- and alkyl-substituted dienes in <= 20 h at room temperature. The coupled products, obtained in up to 96% yield and 97.5:2.5 er, are easily transformed into useful chemical building blocks for downstream synthesis.
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