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An extremely simple, convenient, and selective method for acetylating primary alcohols in the presence of secondary alcohols

K Ishihara, H Kurihara, H Yamamoto

文献索引:Ishihara, Kazuaki; Kurihara, Hideki; Yamamoto, Hisashi Journal of Organic Chemistry, 1993 , vol. 58, # 15 p. 3791 - 3793

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被引用次数: 164

摘要

Summary: Reaction of primary-secondary diols with acetyl chloride in dichloromethane in the presence of 2, 4, 6-collidine, NJV-diisopropylethylamine, or 1, 2, 2, 6, 6- pentamethylpiperidine (PMP) leads to the corresponding primary monoacetates simply, conveniently, and in good yields. In this way, other acyl chlorides, sulfonyl chlorides, and silyl chlorides in place of acetyl chloride also react with primary hydroxyl group selectively.