کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5221794 | 1383432 | 2011 | 10 صفحه PDF | دانلود رایگان |
The palladium-catalyzed regioselective allylic amination of the α-trifluoromethyl group-substituted allyl acetate has been accomplished using Pd(OAc)2/DPPE and [Pd(π-allyl)(cod)]BF4/DPPF as catalysts. The selective formation of the γ-product was attained in the presence of Pd(OAc)2/DPPE, while the α-product was obtained using [Pd(π-allyl)(cod)]BF4/DPPF. We also succeeded in the regioselective synthesis of the enantiomerically enriched aminated product from chiral allyl acetate using Pd(OAc)2/DPPE and [Pd(π-allyl)(cod)]BF4/(S)-BINAP. Furthermore, we found that kinetic resolution had occurred during the isomerization step from the γ-type product to the α-type product by the [Pd(π-allyl)(cod)]BF4/(S)-BINAP catalyst.
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Journal: Tetrahedron - Volume 67, Issue 43, 28 October 2011, Pages 8238–8247