101132-08-5Relevant articles and documents
Palladium-catalyzed enantioselective allylation in the presence of phosphoramidites derived from (Sa)-3-SiMe3-BINOL, (R,S)-semi-TADDOL, and (R,R)-TADDOL
Gavrilov,Zheglov,Novikov,Chuchelkin,Gavrilov,Lugovsky,Zamilatskov
, p. 1595 - 1601 (2015)
P*- and P-monodentate phosphoramidites of a 1,3,2-dioxaphosphepine series were derived from (Sa)-3-trimethylsilyl-BINOL, (R,S)-semi-TADDOL, and (R,R)-TADDOL. Catalytic performance of the synthesized compounds were examined in the Pd-catalyzed a
Allylic amination via decarboxylative C-N bond formation
Mellegaard-Waetzig, Shelli R.,Rayabarapu, Dinesh Kumar,Tunge, Jon A.
, p. 2759 - 2762 (2005)
This manuscript details the development of a palladium-catalyzed allylic amination that proceeds via decarboxylation of allylic carbamates. Both saturated and aromatic heterocycles undergo decarboxylative rearrangement in good yields. The mechanism of allylation of heteroaromatic amines involves the formation of π-allyl palladium complexes followed by decarboxylation of the carbamate. Finally, the heteroaromatic anion equivalent is allylated to provide allylic amines. Georg Thieme Verlag Stuttgart.
Development of Plowast-monodentate diamidophosphites with a C1-symmetric 1,2-diamine backbone: The effects of substituents in the 1,3,2-diazaphospholidine cycle on Pd-catalyzed asymmetric allylations
Gavrilov, Konstantin N.,Shiryaev, Alexei A.,Zheglov, Sergey V.,Potapova, Oksana V.,Chuchelkin, Ilya V.,Novikov, Ivan M.,Rastorguev, Eugenie A.,Davankov, Vadim A.
, p. 409 - 417 (2013/06/27)
We have designed and synthesized a small library of modular monodentate diamidophosphite ligands with stereogenic phosphorus atoms. The library was prepared efficiently from the commercially available and inexpensive (S)-N-Boc-amino acids. These novel ligands were screened in the Pd-catalyzed asymmetric allylations of (E)-1,3-diphenylallyl acetate with dimethyl malonate as the C-nucleophile with up to 93% ee being obtained. The results showed that the different substituents in the 1,3,2-diazaphospholidine cycle had remarkable effects on the enantioselectivity.
α-Secondary Dialkylallylamines from Aminonitriles via the Bruylants Reaction
Ahlbrecht, Hubertus,Dollinger, Horst
, p. 743 - 748 (2007/10/02)
The pracitally unknown α-secondary allylamines 1 have been synthesised in good to very good yields by reaction of allylaminonitriles 7 with Grignard reagents.The reaction is regio- and stereoselective and can also be run with α-aminonitriles 9 and vinyl Grigrand reagents.