通过吡啶碘代硼烷氢硼化反应形成频哪醇硼酸酯。
Formation of pinacol boronate esters via pyridine iodoborane hydroboration.
机构信息
Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, USA.
出版信息
J Org Chem. 2008 Dec 5;73(23):9508-10. doi: 10.1021/jo8020049.
Abstract
Hydroboration of alkenes with pyridine iodoborane followed by treatment with pinacol/NaOH affords monoalkyl pinacol boronates in moderate to good yield. Dialkylborinic acid derivatives are formed competitively, especially in the case of terminal alkenes. This side reaction can be minimized by using excess of pyridine iodoborane. More hindered alkenes give the best results.
摘要
烯烃与吡啶基碘硼烷进行硼氢化反应，然后用频哪醇/氢氧化钠处理，可得到中等至良好收率的单烷基频哪醇硼酸盐。二烷基硼酸衍生物是竞争性生成的，特别是在末端烯烃的情况下。通过使用过量的吡啶基碘硼烷可以最小化这种副反应。位阻更大的烯烃会产生最好的结果。
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