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Reactions of lithium diorganocuprates (I) with oxiranes

CR Johnson, RW Herr, DM Wieland

文献索引:Johnson,C.R. et al. Journal of Organic Chemistry, 1973 , vol. 38, # 25 p. 4263 - 4268

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被引用次数: 106

摘要

Lithium diorganocuprates have been shown to be highly effective reagents for the nucleophilic ring opening of oxiranes in the trans manner. These reactions occur more rapidly in diethyl ether than in tetrahydrofuran. Evidence and precedent for a mechanism involving the formation of a triorganocopper (II1) intermediate is discussed. The selectivity of lithium diorganocuprates in reactions with substrates containing epoxide along with other ...