期刊
CHEMICAL RECORD
卷 16, 期 6, 页码 2659-2673出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/tcr.201600098
关键词
asymmetric synthesis; enantioselectivity; hydrogenation; ligand design; rhodium
资金
- Ministry of Education, Culture, Sports, Science and Technology of Japan
- Research for the Future Program of the Japan Society for the Promotion of Science
In this account, the design, synthesis, and application of P-chirogenic phosphine ligands that have been mainly carried out in our laboratory over the last three decades are described. Various enantiopure P-chirogenic phosphine ligands have been efficiently prepared by using phosphine boranes as intermediates. Conformationally rigid and electron-rich P-chirogenic phosphine ligands possessing C-2 symmetry as well as a bulky alkyl group and a small group at the phosphorus atoms exhibit excellent enantioselectivities and catalytic efficiency in a variety of transition-metal-catalyzed asymmetric reactions. Enantiopure 2,3-bis(tert-butylmethylphosphino) quinoxaline (QuinoxP*) is an air-stable crystalline solid that shows superior enantioinduction ability in catalytic asymmetric syntheses. Mechanistic studies of Rh-catalyzed asymmetric hydrogenation using structurally simple P-chirogenic phosphine ligands, such as tBu-BisP*, are briefly described.
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