Asymmetric hydrosilylation of aryl ketones catalyzed by copper hydride complexed by nonracemic biphenyl bis-phosphine ligands

被引:241
作者
Lipshutz, BH [1 ]
Noson, K [1 ]
Chrisman, W [1 ]
Lower, A [1 ]
机构
[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
关键词
D O I
10.1021/ja021391f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
When complexed by selected ligands in either the BIPHEP or the SEGPHOS series, CuH is an extremely reactive catalyst capable of effecting asymmetric hydrosilylations of aromatic ketones at temperatures between -50 and -78degreesC. Inexpensive silanes serve as stoichiometric sources of hydride. Substrate-to-ligand ratios exceeding 100,000: 1 have been documented. The level of induction is usually in the > 90% ee category. The nature of the reagent has been investigated using spectroscopic and chemical means, although its composition remains unclear.
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收藏
页码:8779 / 8789
页数:11
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