Preparation of Allylic Alcohols from Epoxides Using Iodotrimethylsilane

Preparation of Allylic Alcohols from Epoxides Using Iodotrimethylsilane
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DOI:
10.1021/jo01301a006
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发表时间:
1980-06
影响因子:
3.6
通讯作者:
G. Kraus;K. Frazier
G. Kraus;K. Frazier
中科院分区:
化学2区
文献类型:
--
作者:
G. Kraus;K. Frazier

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本文报道了用碘代三甲基硅烷和1,5-二氮杂双环[5.4.0]十一碳-5-烯将环氧化合物转化为烯丙醇的反应。这种反应的范围和局限性进行检查。在三取代环氧化物的情况下,该方法与Sharpless的方法互补,并且在比使用二烷基氨基锂的方法更温和的反应条件下进行。
The transformation of epoxides into allylic alcohols by use of iodotrimethylsilane and 1,5-diazabicyclo[5.4.0]undec-5-ene is described. The scope and limitations of this reaction are examined. This method is complementary to the method of Sharpless in the case of trisubstituted epoxides and proceeds under milder reaction conditions than the method employing lithium dialkylamides.