Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 40, Pages 12705-12709Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.8b08052
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Funding
- Alfried Krupp von Bohlen and Halbach Foundation
- Deutsche Forschungsgemeinschaft
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Herein, we report the redox-neutral allylation of aldehydes with readily available electron-rich allyl (hetero-) arenes, beta-alkyl styrenes and allyl-diarylamines. This process was enabled by the combination of photoredox and chromium catalysis, which allowed a range of homoallylic alcohols to be prepared with high levels of selectivity for the anti diastereomer. Mechanistic investigations support the formation of an allyl chromium intermediate from allylic C(sp(3))-H bonds and thus significantly extends the scope of the venerable Nozaki-Hiyama-Kishi reaction.
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