121045-73-6Relevant articles and documents
Cu2O-catalyzed C–S coupling of quaternary ammonium salts and sodium alkane-/arene-sulfinates
Chen, Hongyi,Huang, Youming,Zeng, Qingle,Zheng, Wenting
supporting information, (2020/08/28)
A new protocol for the synthesis of (enantioenriched) benzylic sulfones via the Cu2O-catalyzed C–S bond cross coupling of alkane-/arene-sulfinates and (enantioenriched) benzylic quaternary ammonium salts has been developed. The product benzylic sulfones were obtained in good to high yields (75–96%). Chiral arylmethyl sulfones with high enantiomeric excess (90–94% ee) were also synthesized in the presence of Cu2O and 1,1′-bis-(diphenylphosphino)ferrocene (dppf).
Asymmetric induction in the arenethiolatocopper(I)-catalyzed substitution reaction of Grignard reagents with allylic substrates
Meuzelaar, Gerrit J.,Karlstr?m, A. Sofia E.,Klaveren, Mayra Van,Persson, Eva S. M.,Villar, Amaya Del,Koten, Gerard Van,B?ckvall, Jan-E.
, p. 2895 - 2903 (2007/10/03)
The influence of some experimental parameters on the regio- and enantioselectivity in the 'γ-selective substitution reaction of Grignard reagents RMgX with acyclic allylic acetates catalyzed by the arenethiolatocopper(I) complex (S)-1 was studied. When more bulky arenethiolatocopper(I) complexes than (S)-1 were employed in a reaction of allylic acetate 3 with n-BuMgI, the enantioselectivities observed for the γ- product were lower. With an arenethiolatocopper(I) catalyst prepared in situ, several Grignard reagents were studied in a substitution reaction with acetate 2. Compared to n-BuMgI, more bulky Grignard reagents gave no improvement of the enantioselectivity in the formation of the γ-product. (C) 2000 Elsevier Science Ltd.
PHOSPHORORGANISCHE VERBINDUNGEN 102. TERTIAERE PHOSPHINE MIT o-DIALKYLAMINOPHENYL- UND ORTHO-DIALKYLAMINOBENZYLGRUPPEN
Horner, L.,Simons, G.
, p. 165 - 176 (2007/10/02)
N,N-dialkylarylamines and N,N-dialkylbenzylamines are lithiated with n-butyllithium (n-BuLi) under the assistance of tetramethylethylenediamine (TMEDA) in the ortho-position.According the Eqs. (1) and (4) triarylphosphines (30-50percent) are obtained. 1-(N,N-dimethylamino)-naphthalene and N,N-dimethyl-1-(1-naphthyl)-ethylamine 18 are lithiated in the 8-position.In N,N-dimethyl-1-(2-naphthyl)-ethylamine 19 the 1- and 3-position is lithiated in nearly equal amount.Experiments to introduce lithium twice into the model compounds 28-30 are without success.