Applications of 4,4'-(Me3Si)2-BINAP in transition-metal-catalyzed asymmetric carbon-carbon bond-forming reactions.
Applications of 4,4'-(Me3Si)2-BINAP in transition-metal-catalyzed asymmetric carbon-carbon bond-forming reactions.
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DOI：
10.1021/ol050834s
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发表时间：
2005-06
期刊：
影响因子：
5.2
通讯作者：
M. Ogasawara;H. Ngo;T. Sakamoto*;Tamotsu Takahashi;Wenbin Lin
中科院分区：
文献类型：
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作者：
M. Ogasawara;H. Ngo;T. Sakamoto*;Tamotsu Takahashi;Wenbin Lin
[结构：最近开发的在联萘骨架的4-和4 '-位上具有三甲基甲硅烷基取代基的BINAP衍生物，2，2'-双（二苯基膦基）-4，4 '-双（三甲基甲硅烷基）-1，1'-联萘（tms-BINAP），被用于各种过渡金属催化的不对称碳-碳键形成反应。在π-烯丙基钯介导的反应中，tms-BINAP比未取代的BINAP具有更好的对映选择性，并通过对[Pd（eta（3）-C（3）H（5））（（R）-tms-BINAP）]ClO（4）的X射线结构研究得到了提高对映选择性的原因.
[structure: see text] 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)-C(3)H(5))((R)-tms-BINAP)]ClO(4).