Palladium-catalyzed intermolecular asymmetric hydroamination with 4,4′-disubstituted BINAP and SEGPHOS

被引:70
作者
Hu, Aiguo
Ogasawara, Masamichi
Sakamoto, Takeshi
Okada, Atsushi
Nakajima, Kiyohiko
Takahashi, Tamotsu
Lin, Wenbin
机构
[1] Univ N Carolina, Dept Chem, Chapel Hill, NC 27599 USA
[2] Hokkaido Univ, Catalysis Res Ctr, Kita Ku, Sapporo, Hokkaido 0010021, Japan
[3] Hokkaido Univ, Grad Sch Pharmaceut Sci, Kita Ku, Sapporo, Hokkaido 0010021, Japan
[4] JST, SORST Japan, Kita Ku, Sapporo, Hokkaido 0010021, Japan
[5] Aichi Univ Educ, Dept Chem, Kariya, Aichi 4488542, Japan
关键词
asymmetric catalysis; chiral amine; hydroamination; palladium; phosphine;
D O I
10.1002/adsc.200606208
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A family of tunable precatalysts [Pd((S)-L*)(NCMe)(2)](OTf)(2), where L* is 4,4'-disubstituted BINAP or SEGPHOS, was synthesized and used for the asymmetric intermolecular hydroamination of aniline to vinylarenes with ee values of up to 85 %, and it is believed that the bulky groups on the 4,4'-positions and the narrower dihedral angle of the biaryl moiety are responsible for the ee enhancement in these reactions.
引用
收藏
页码:2051 / 2056
页数:6
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