Applications of 4,4′-(Me3Si)2-BINAP in transition-metal-catalyzed asymmetric carbon-carbon bond-forming reactions

被引:56
|
作者
Ogasawara, M [1 ]
Ngo, HL
Sakamoto, T
Takahashi, T
Lin, W
机构
[1] Hokkaido Univ, Ctr Catalysis Res, Kita Ku, Sapporo, Hokkaido 0010021, Japan
[2] Hokkaido Univ, Grad Sch Pharmaceut Sci, Kita Ku, Sapporo, Hokkaido 0010021, Japan
[3] SORST, JST Agcy, Kita Ku, Sapporo, Hokkaido 0010021, Japan
[4] Univ N Carolina, Dept Chem, Chapel Hill, NC 27599 USA
关键词
D O I
10.1021/ol050834s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A recently developed BINAP derivative with trimethylsilyl substituents on the 4- and 4 '-positions of the binaphthyl skeleton, 2,2 '-bis-(diphenylphosphino)-4,4 '-bis(trimethylsilyl)-1,1 '-binaphthyl (tms-BINAP), was used in a variety of transition-metal-catalyzed asymmetric carbon-carbon bond-forming reactions. In pi-allylpalladium-mediated reactions, tms-BINAP gave better enantioselectivity than the unsubstituted BINAP, and the origin of the improved enantioselectivity was gained from an X-ray structural study of [Pd(eta(3)-C3H5)((R)-tms-BINAP)]CIO4.
引用
收藏
页码:2881 / 2884
页数:4
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