474654-18-7Relevant academic research and scientific papers
Stereospecific Suzuki-Miyaura coupling of chiral α-(Acylamino) benzylboronic esters with inversion of configuration
Ohmura, Toshimichi,Awano, Tomotsugu,Suginome, Michinori
supporting information; experimental part, p. 13191 - 13193 (2010/11/18)
The first invertive B-alkyl Suzuki-Miyaura coupling has been achieved. The coupling of enantioenriched α-(acylamino)benzylboronic esters with aryl bromides and chlorides took place efficiently in toluene at 80 °C in the presence of Pd(dba)2 (5 mol %), XPhos (10 mol %), K 2CO3 (3 equiv), and H2O (2 equiv). The reaction proceeded with inversion of configuration to give diarylmethanamine derivatives in high yields with high conservation of enantiomeric excesses.
Asymmetric, catalytic phenyl transfer to imines: Highly enantioselective synthesis of diarylmethylamines
Hermanns, Nina,Dahmen, Stefan,Bolm, Carsten,Braese, Stefan
, p. 3692 - 3694 (2007/10/03)
Both planar and central chirality are not necessary in [2.2]paracyclophane-based N,O-ligands to achieve high enantioselectivity: diarylmethylamines are obtained in excellent yields and enantioselectivities up to 97% ee in the enantioselective transfer of a phenyl group from organozinc reagents to imines in the presence of catalytic amounts of ketimine L* (see scheme).
