Practical synthesis of 1, 1'-binaphthyl-2-carboxylic acids via side chain oxidation of 2-methyl-1, 1'-binaphthyls.

…, S Okada, T Suzuki, S Handa, H Hashimoto

文献索引：Miyano, Sotaro; Okada, Shin-ichi; Suzuki, Toshiyuki; Handa, Shigeru; Hashimoto, Harukichi Bulletin of the Chemical Society of Japan, 1986 , vol. 59, p. 2044 - 2046

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被引用次数: 41

摘要

Four 1, 1′-binaphthyl-2-carboxylic acids were obtained in 38–53% isolated yield via three- stage oxidation of 2-methyl-1, 1′-binaphthyls, that is, i) NBS-bromination to benzylic bromides, ii) treatment with sodium salt of 2-nitropropane to aldehydes, and iii) KMnO 4– oxidation to carboxylic acids.