PALLADIUM-CATALYZED SYNTHESIS OF A PHOSPHINE OXIDE WITH A CHIRAL PHOSPHORUS CENTER VIA C-H PHOSPHINATION

被引:14
作者
Kuninobu, Yoichiro [1 ]
Origuchi, Kazuki [1 ]
Takai, Kazuhiko [1 ]
机构
[1] Okayama Univ, Grad Sch Nat Sci & Technol, Div Chem & Biotechnol, Kita Ku, Okayama 7008530, Japan
关键词
C-H Activation; Chiral Phosphorus Center; Palladium; Phosphination; Phosphine Oxide; LIGANDS; HYDROGENATION; CYCLIZATION;
D O I
10.3987/COM-12-12595
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new phosphine oxide with a chiral phosphine center was synthesized from a bis(biphenyl)phosphine oxide by dehydrogenative intramolecular cyclization via P-H and C-H bond activation under palladium catalysis. The absolute configuration of one enantiomer of the phosphine oxide was determined by single crystal X-ray structure analysis. By reducing the phosphine oxide, the corresponding phosphine, which also has a chiral center, was produced. The phosphine compounds could be optically resolved by chiral HPLC column chromatography.
引用
收藏
页码:3029 / 3034
页数:6
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