Rhodium-Catalyzed Asymmetric Conjugate Addition of Organoboronic Acids to Nitroalkenes Using Chiral Bicyclo[3.3.0] Diene Ligands

Old before I diene: An efficient rhodium/diene‐catalyzed asymmetric conjugate addition of organoboronic acids to challenging nitroalkene substrates that lack α substituents has been developed. Chiral bicyclo[3.3.0] dienes were found to be superior ligands under ArB(OH)2/KHF2 conditions. Np=naphthyl....

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Bibliographic Details
Published in:Angewandte Chemie (International ed.) 2010-08, Vol.49 (33), p.5780-5783
Main Authors: Wang, Zhi-Qian, Feng, Chen-Guo, Zhang, Shu-Sheng, Xu, Ming-Hua, Lin, Guo-Qiang
Format: Article
Language:English
Subjects:
Alkenes - chemistry
asymmetric catalysis
Boronic Acids - chemistry
Bridged Bicyclo Compounds - chemistry
Catalysis
conjugate addition
diene ligands
Isoquinolines - chemical synthesis
Isoquinolines - chemistry
Ligands
nitroalkenes
rhodium
Rhodium - chemistry
Stereoisomerism
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Summary:Old before I diene: An efficient rhodium/diene‐catalyzed asymmetric conjugate addition of organoboronic acids to challenging nitroalkene substrates that lack α substituents has been developed. Chiral bicyclo[3.3.0] dienes were found to be superior ligands under ArB(OH)2/KHF2 conditions. Np=naphthyl.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201001883