Substitution reactions of secondary halides and epoxides with higher order, mixed organocuprates, R2Cu (CN) Li2: synthetic, stereochemical, and mechanistic …

BH Lipshutz, RS Wilhelm, JA Kozlowski…

文献索引：Lipshutz, Bruce H.; Wilhelm, Robert S.; Kozlowski, Joseph A.; Parker, David Journal of Organic Chemistry, 1984 , vol. 49, # 21 p. 3928 - 3938

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被引用次数: 176

摘要

Higher order cuprates, represented by the general formula R2Cu (CN) Li2, are readily prepared from copper cyanide and 2 equiv of an organolithium. These novel reagents react readily and efficiently with secondary unactivated iodides and bromides affording products of substitution. Likewise, mono-, di-, and trisubstituted epoxides undergo ring opening leading to the corresponding alcohols in excellent yields. The effects of solvent, ...