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Bi(OTf)3-Catalyzed Tandem Meyer–Schuster Rearrangement and 1,4-Addition to the Resulting Vinyl Ketone

Author:
Okamoto, Noriko, Sueda, Takuya, Yanada, Reiko
Source:
Journal of organic chemistry 2014 v.79 no.20 pp. 9854-9859
ISSN:
1520-6904
Subject:
alcohols, chemical reactions, chemical structure, organic chemistry
Abstract:
Bi(OTf)₃-catalyzed Meyer–Schuster rearrangement of electron-rich propargyl alcohols, followed by 1,4-addition of the resulting vinyl ketone, proceeded smoothly though Meyer–Schuster rearrangement of primary propargyl alcohols is rare. This tandem reaction can be extended to an intramolecular version, featuring a one-pot dihydroquinolone synthesis.
Agid:
5502863