1,4-二烯醇与 TMSI 的氢碘代反应形成含有多取代 Z-烯烃的同烯丙基醇，并应用于 Prins 环化反应。
1,4-Hydroiodination of dienyl alcohols with TMSI to form homoallylic alcohols containing a multisubstituted Z-alkene and application to Prins cyclization.
机构信息
† Key Laboratory of Drug-Targeting of Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, and ‡ State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu 610041, P. R. China.
出版信息
Org Lett. 2015 Apr 17;17(8):1846-9. doi: 10.1021/acs.orglett.5b00485. Epub 2015 Mar 31.
A regioselective 1,4-hydroiodination of dienyl alcohols has been developed using trimethylsilyl iodide as Lewis acid and iodide source. A range of homoallylic alcohols containing a multisubstituted Z-alkene was synthesized with good to excellent configurational control. The approach was applied in sequential hydroiodination/Prins cyclization to afford multisubstituted tetrahydropyrans diastereoselectively.
一种区域选择性 1,4-碘化二烯醇的方法已经开发出来，使用三甲基碘化硅作为路易斯酸和碘源。一系列含有多取代 Z-烯烃的同烯丙基醇通过良好到优秀的构型控制合成。该方法被应用于连续的氢碘酸化/Prins 环化反应中，以高非对映选择性地得到多取代的四氢吡喃。
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