Palladium-Catalyzed Regio- and Enantioselective Fluorination of Acyclic Allylic Halides
Palladium-Catalyzed Regio- and Enantioselective Fluorination of Acyclic Allylic Halides
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DOI：
10.1021/ja206960k
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发表时间：
2011-10-12
影响因子：
15
通讯作者：
Doyle, Abigail G.
中科院分区：
文献类型：
--
作者：
Katcher, Matthew H.;Sha, Allen;Doyle, Abigail G.
本报告描述了Pd(0)催化的线性烯丙基氯化物和溴化物的氟化反应，以高选择性产生支链氟化烯丙基氟化物。这种催化方法克服了许多以前与制备这些产品相关的重要合成限制。我们还证明了手性双膦连接钯催化剂可以高度对映选择性地获得一类支链烯丙基氟化物，可以很容易地多样化到有价值的氟化产品。
This report describes the Pd(0)-catalyzed fluorination of linear allylic chlorides and bromides, yielding branched allylic fluorides in high selectivity. Many of the significant synthetic limitations previously associated with the preparation of these products are overcome by this catalytic method. We also demonstrate that a chiral bisphosphine-ligated palladium catalyst enables highly enantioselective access to a class of branched allylic fluorides that can be readily diversified to valuable fluorinated products.