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Efficient entry into 2-substituted tetrahydroquinoline systems through alkylative ring expansion: Stereoselective formal synthesis of (±)-martinellic acid

…, S Kawai, M Hayashi, T Naito, O Miyata

文献索引:Ueda, Masafumi; Kawai, Sayuri; Hayashi, Masataka; Naito, Takeaki; Miyata, Okiko Journal of Organic Chemistry, 2010 , vol. 75, # 3 p. 914 - 921

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被引用次数: 38

摘要

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.