Regioselective β-hydride transfer in reactions of ate complexes of boron bicyclic and cage compounds. Synthesis of methylenecyclohexane derivatives
作者:Yu.N. Bubnov、M.E. Gurskii、A.I. Grandberg、D.G. Pershin
DOI:10.1016/s0040-4020(01)87512-8
日期:1986.1
The reactions of bicyclic and cage boron containing ate complexes with AcCl have been studied, the key stage of which involves β-bridgehead hydride abstraction. The ate complexes of 7-substituted 3-methyl-3-borabicyclo[3.3.1]non-6-ene were converted to the corresponding 5-methylene-3-alkylcyclohex-2(3)-en-1-ylmethyl(dialkyl)boranes and . A synthetic application of the reaction is illustrated by conversion
研究了双环和笼状含硼配合物与AcCl的反应,其关键阶段涉及β-桥头氢化物的提取。将7-取代的3-甲基-3-甲基环硼[3.3.1] non-6-烯的配合物转化为相应的5-亚甲基-3-烷基环己基-2(3)-烯-1-基甲基(二烷基)硼烷和。该反应的合成应用是通过将化合物和转化为3,5-二亚甲基-1-R-环己烯,特别是转化为3,5-二亚甲基-1-异丙烯基环己烯(β-氢化物在2-烷基-1-硼酸金刚烷和4-烷基-3-硼杂环金刚烷的配合物中的β-氢化物转移选择性地发生在未取代的桥头上,分别得到2-烷基-7-亚甲基-3-硼杂环[3.3.1]壬烷和8-亚甲基-3-硼环[4.3.1]癸烷。