Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 21, Pages 14270-14280Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b02064
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- Department of Science and Technology, Science and Engineering Research Ioard (SERB), India
- MHRD, India
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Herein, we report a one-pot Lewis acid mediated synthesis of bi- and triarylpropanal derivatives and their corresponding isomeric ketones from aromatic enol ethers. This transformation takes place via nucleophilic attack of enol to electron-rich benzyl The substrate ethers alcohols. scope of this indicates that it might proceed via quinomethoxy methide as a key intermediate leading to propanal derivatives, and their Wagner-Meerwein rearrangement afforded isomeric ketones. Further, this methodology was applied synthesis of (+/-)-tetrahydronyasol, propterol A, and 1,3-diarylpropane.
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