102687-80-9Relevant academic research and scientific papers
Regioselective synthesis of trifluoromethyl group containing allylic amines by palladium-catalyzed allylic amination and sequential isomerization
Hirakawa, Takuya,Ikeda, Kazunori,Ikeda, Daiji,Tanaka, Tomoko,Ogasa, Hiroshi,Kawatsura, Motoi,Itoh, Toshiyuki
experimental part, p. 8238 - 8247 (2011/11/12)
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.
Regioselective synthesis of trifluoromethyl group substituted allylic amines via palladium-catalyzed allylic amination
Kawatsura, Motoi,Hirakawa, Takuya,Tanaka, Tomoko,Ikeda, Daiji,Hayase, Shuichi,Itoh, Toshiyuki
, p. 2450 - 2453 (2008/09/20)
The palladium-catalyzed regioselective allylic amination of α-trifluoromethylated allyl acetate occurred using Pd(OAc)2/DPPE and [Pd(π-allyl)(cod)]BF4/DPPF. The selective formation of the γ-product was attained by Pd(OAc)2
Stereoselective access to substituted [(E)- or (Z)-1-(trifluoromethyl)- allyl]amines
Magueur, Guillaume,Crousse, Benoit,Bonnet-Delpon, Daniele
experimental part, p. 1527 - 1534 (2009/04/11)
Hydrometallation reactions, for example, hydroboration and hydroalumination, on [1-(trifluoromethyl)propargyl]amines lead stereoselectively to the corresponding [(Z)- and (E)-1-(trifluoromethyl)allyl]amines in good yields; (Z)- and (E)-allylamines with a free amino group can be obtained in good yields and excellent enantioselectivities from the chiral propargylamines. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
