Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 2, Pages 869-873Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo802437h
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Funding
- Ministry of Education, Culture, Sports, Science and Technology, Japan
- Kyoto University
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Through the structural analysis of bicyclo[3.3.1]nona-2,6-dienes, new C-2-symmetric chiral diene ligands 1 based on 3,7-disubstituted bicyclo[3.3.1]nona-2,6-diene framework have been designed and synthesized. These chiral ligands readily bind to rhodium(I) and provide a different chiral environment from the existing chiral dienes. The rhodium complexes thus obtained act as effective catalysts for 1,4-addition of alkenyl- and arylboronic acids to various alpha,beta-unsaturated ketones, including several combinations that were previously difficult to provide high enantioselectivity.
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