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Updated: Jun 17, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Efficient entry into 2-substituted tetrahydroquinoline systems through alkylative ring expansion: stereoselective
Masafumi Ueda1, Sayuri Kawai, Masataka Hayashi
1Kobe Pharmaceutical University, Motoyamakita, Higashinada, Kobe 658-8558, Japan.
Abstract:
A new efficient synthesis of 2-substituted tetrahydroquinolines has been achieved by the domino reaction of N-indanyl(methoxy)amines, which consists of three types of reactions: elimination of an alcohol, the rearrangement of an aryl group, and the addition of an organolithium or magnesium reagent. The synthetic utility of this approach is demonstrated by the stereoselective formal synthesis of (+/-)- martinellic acid.
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