Synthesis of optically active organoantimony compounds having an (S)-alpha-methylbenzyldimethylamine group and its evaluation for asymmetric reaction.
Novel, enantiomerically pure organoantimony compounds having a C-chiral amine moiety, (S)-(alpha-methyl-2-di-p-tolylstibanobenzyl)dimethylamine [AMSb] (2) and its (eta(6)-arene)chromium complex [AMSb-Cr(CO)(3)] (4), were prepared from common (S)-(alpha-methylbenzyl)dimethylamine (1) via its ortho-lithiated intermediates in short steps. The catalytic activity and enantioselectivity of the ligands 2 and 4 for asymmetric reaction are evaluated, and the optically active (eta(6)-arene)chromium complex 4 has been shown to be an effective ligand for rhodium-catalyzed asymmetric hydrosilylation of ketones.
Yasuike
Shuji
S
Faculty of Pharmaceutical Sciences, Hokuriku University, Kanazawa, Japan.
Okajima
Satoru
S
Kurita
Jyoji
J
D001596:Benzylamines / Q000138:chemical synthesis* / Q000737:chemistry; D004353:Drug Evaluation, Preclinical / Q000379:methods; D009904:Optical Rotation
D001596:Benzylamines; C045966:N-benzyl-N,N-dimethylamine