Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 37, Pages 11627-11630Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b09346
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Funding
- National Natural Science Foundation of China [21421001, 21325207, 21421062, 21532003]
- 111 project of the Ministry of Education of China [B06005]
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We developed a highly regioselective addition of 1,3-dienes with simple ketones by nickel-hydride catalyst bearing DTBM-SegPhos ligand. A wide range of aromatic and aliphatic ketones directly coupled with 1,3-dienes, providing synthetically useful y,delta-unsaturated ketones in high yield and regioselectivity. The asymmetric version of the reaction was also realized in high enantioselectivity by using novel chiral ligand DTBM-HO-BIPHEP. The utility of this hydroalkylation was demonstrated by facile product modification and enantioselective synthesis of (R)-flobufen.
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