Stereospecific Nickel-Catalyzed Cross-Coupling Reactions of Alkyl Grignard Reagents and Identification of Selective Anti-Breast-Cancer Agents

被引:126
作者
Yonova, Ivelina M. [1 ]
Johnson, A. George [1 ]
Osborne, Charlotte A. [1 ]
Moore, Curtis E. [3 ]
Morrissette, Naomi S. [2 ]
Jarvo, Elizabeth R. [1 ]
机构
[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA
[2] Univ Calif Irvine, Dept Mol Biol & Biochem, Irvine, CA 92697 USA
[3] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA
关键词
alkyl Grignard reagents; breast cancer; enantiospecificity; Kumada coupling; nickel; ENANTIOSELECTIVE ADDITION; STEREOSELECTIVE-SYNTHESIS; BORONIC ACIDS; ALDEHYDES; ESTERS; CONSTRUCTION; SUBSTITUTION; RETENTION; COMPLEXES; LIGAND;
D O I
10.1002/anie.201308666
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Alkyl Grignard reagents that contain beta-hydrogen atoms were used in a stereospecific nickel-catalyzed cross-coupling reaction to form C(sp(3))-C(sp(3)) bonds. Aryl Grignard reagents were also utilized to synthesize 1,1-diarylalkanes. Several compounds synthesized by this method exhibited selective inhibition of proliferation of MCF-7 breast cancer cells.
引用
收藏
页码:2422 / 2427
页数:6
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