Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 139, Issue 5, Pages 1714-1717Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b09634
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Funding
- National Natural Science Foundation of China [21572095, 21602097]
- Shenzhen special funds for the development of biomedicine, Internet, new energy, and new material industries [JCYJ20150430160022510]
- Thousand Young Talents Program
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A general and efficient method for accessing enantiomerically pure arylpyrroles by utilizing the catalytic asymmetric Paal-Knorr reaction has been developed for the first time. A wide range of axially chiral arylpyrroles were obtained in high yields with good to excellent enantioselectivities. The key to success is the use of the combined-acid catalytic system involving a Lewis acid and a chiral phosphoric acid for achieving effective enantiocontrol. Noteworthy is that an unexpected solvent dependent inversion of the enantioselectivity was observed in the above-mentioned asymmetric reaction.
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