Tetrahedron

The preparation of trialkylvinylborates and their reactions with oxiranes and with iodine. A facile synthesis of 1, 4-alkanediols and 1-alkenes

K Utimoto, K Uchida, M Yamaya, H Nozaki

文献索引：Utimoto,K. et al. Tetrahedron, 1977 , vol. 33, p. 1945 - 1948

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被引用次数: 11

摘要

Reaction of trialkylboranes with vinyllithium gives non-isolable lithium trialkylvinylborates which react with oxirane and methyloxirane affording 1, 4-and 2, 5-alkanediols, respectively. Treatment of trialkylboranes with vinylmagnesium bromide produces bromomagnesium trialkylvinylborates which analogously afford alkanediols. Successive treatment of the borates with aqueous alkali and iodine provides 1-alkenes.