121440-78-6Relevant articles and documents
Ferrocenyl-QUINAP: A planar chiral P,N-ligand for palladium-catalyzed allylic substitution reactions
Kloetzing, Ralf J.,Knochel, Paul
, p. 116 - 123 (2006)
The new planar chiral P,N-ligands 1a and 1b were prepared via a straightforward enantioselective synthesis using a Negishi cross-coupling and a sulfoxide/lithium exchange. Ligand 1a was successfully applied to Pd-catalyzed allylic alkylation (86% ee) and
Catalytic Asymmetric Allylic Amination with Isatins, Sulfonamides, Imides, Amines, and N-Heterocycles
Balaraman, Kaluvu,Lynch, Ciarán C.,Wolf, Christian
supporting information, p. 3180 - 3184 (2020/04/21)
A generally useful palladium-catalyzed method for the asymmetric allylic amination with a large variety of isatins, sulfonamides, imides, amines, and N-heterocycles is introduced. A single protocol with a readily available catalyst accomplishes this reaction at room temperature with high yields and enantioselectivities often exceeding 90%, which is demonstrated with 31 examples.
Palladium/sulfoxide-phosphine-catalyzed highly enantioselective allylic etherification and amination
Feng, Bin,Cheng, Hong-Gang,Chen, Jia-Rong,Deng, Qiao-Hui,Lu, Liang-Qiu,Xiao, Wen-Jing
supporting information, p. 9550 - 9553 (2014/08/18)
The Pd/sulfoxide-phosphine-catalyzed highly enantioselective allylic etherification and amination with a wide range of O- and N-nucleophiles have been developed (up to 97% yield, 98.5% ee). The products can also be conveniently transformed into biologically active chiral heterocycles. This journal is the Partner Organisations 2014.
Highly enantioselective Rh-Catalyzed Alkenylation of imines: Synthesis of Chiral Allylic Amines via Asymmetric addition of Potassium Alkenyltrifluoroborates to N-Tosyl imines
Gopula, Balraj,Chiang, Chien-Wei,Lee, Way-Zen,Kuo, Ting-Shen,Wu, Ping-Yu,Henschke, Julian P.,Wu, Hsyueh-Liang
, p. 632 - 635 (2014/04/03)
For the first time, simple N-tosyl aryl aldimines, prepared from the condensation of tosyl amide and aromatic aldehydes, can be used as substrates in the rhodium catalyzed 1,2- addition reaction using alkenylboron nucleophiles. In the presence of 1.5 mol % of [RhCl(1e)]2, enantioselective addition of various potassium alkenyltrifluoroborates to aryl aldimines furnished the corresponding chiral allylic amines in 73-96% yield and 72->99.5% ee. Notably, this method efficiently provides the di-, tri-, and tetrasubstituted allylic N-tosyl amines with high asymmetric induction.