The Journal of Organic Chemistry

. gamma.-Lithioalkoxides via reductive lithiation of oxetanes by aromatic radical-anions

B Mudryk, T Cohen

文献索引：Mudryk, Boguslaw; Cohen, Theodore Journal of Organic Chemistry, 1989 , vol. 54, # 24 p. 5657 - 5659

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被引用次数: 68

摘要

Summary: Oxetanes are cleaved at 0" C in tetrahydrofuran by lithium 4, 4'-di-tert- butylbiphenylide, giving lithium y-lithioalkoxides which can provide 2-substituted tetrahydrofurans by trapping with aldehydes and ketones followed by acid cyclization of the resulting 1, Qdiols; the cuprates of these dianions undergo conjugate addition and nucleophilic substitution reactions.