Department of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.
J Am Chem Soc. 2011 Oct 12;133(40):15902-5. doi: 10.1021/ja206960k. Epub 2011 Sep 19.
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.
本报告描述了 Pd(0)催化的线性烯丙基氯代物和溴代物的氟化反应，以高选择性得到支链烯丙基氟化物。通过这种催化方法克服了以前与这些产物制备相关的许多重要的合成限制。我们还证明，手性双膦配体钯催化剂能够高对映选择性地获得一类支链烯丙基氟化物，这些氟化物可以很容易地多样化为有价值的氟化产物。
