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Hg(OTf)2-catalyzed vinylogous semi-pinacol rearrangement leading to 1,4-dihydroquinolines.

Organic letters (2012-02-22)
Kosuke Namba, Michika Kanaki, Hiroki Suto, Mugio Nishizawa, Keiji Tanino
ABSTRACT

An efficient method for the construction of dihydroquinoline derivatives possessing a quaternary carbon center is developed by an application of Hg(OTf)(2)-catalyzed vinylogous semi-pinacol-type rearrangement. The reaction was found to be specifically catalyzed by mercury salt and to proceed via a bicyclic aminal.

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Sigma-Aldrich
3,3-Dimethyl-2-butanone, 97%