B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>-Catalyzed Diastereoselective Formal (4 + 1)-Cycloaddition of Vinylcyclopropanes and Et<sub>2</sub>SiH<sub>2</sub>
作者:Peng-Wei Long、Martin Oestreich
DOI:10.1021/acs.orglett.1c01565
日期:2021.6.18
afford 3,4-disubstituted silolanes is reported. The reaction sequence commences with the known B(C6F5)3-catalyzed alkene hydrosilylation with dihydrosilanes. Cleavage of the remaining Si–H bond in the hydrosilylation product assisted by B(C6F5)3 leads to formation of a cyclopropane-stabilized silyliumion. The activated cyclopropane ring is then opened by the in situ-generated borohydride accompanied
据报道,乙烯基环丙烷和 Et 2 SiH 2的正式 (4 + 1)-环加成反应得到 3,4-二取代的硅酮。反应顺序从已知的B(C 6 F 5 ) 3催化的烯烃与二氢硅烷的氢化硅烷化开始。在 B(C 6 F 5 ) 3 的帮助下,氢化硅烷化产物中剩余的 Si-H 键断裂导致形成环丙烷稳定的甲硅烷离子。活化的环丙烷环随后被原位生成的硼氢化物打开,伴随着对硅酮的闭环。非对映选择性通过机械模型合理化。
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