Asymmetric Synthesis of P-Stereogenic Phosphinic Amides via Pd(0)-Catalyzed Enantioselective Intramolecular C-H Arylation

被引:109
|
作者
Liu, Lantao [1 ]
Zhang, An-An
Wang, Yanfang [2 ]
Zhang, Fuqiang [1 ]
Zuo, Zhenzhen [1 ]
Zhao, Wen-Xian [1 ]
Feng, Cui-Lan [1 ]
Ma, Wenjin [2 ]
机构
[1] Shangqiu Normal Univ, Coll Chem & Chem Engn, Shangqiu 476000, Henan, Peoples R China
[2] Shanxi Normal Univ, Sch Chem & Mat Sci, Linfen 041004, Peoples R China
基金
中国国家自然科学基金;
关键词
CHIRAL PHOSPHORUS LIGANDS; COUPLING REACTIONS; INDOLINES; MECHANISM; OXIDES; DEPROTONATION; FERROCENES; ACCESS; SCOPE; HYDROPHOSPHINATION;
D O I
10.1021/acs.orglett.5b00122
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium-catalyzed enantioselective intramolecular C-H arylation of N-(2-haloaryl)-P,P-diphenylphosphinic amides furnishes P-stereogenic phosphine oxide derivatives in 61-99% yield with 88-97% ee. The catalyst generated in situ from a TADDOL-derived phosphoramide ligand and Pd(dba)(2) is optimum in terms of yield and enantioselectivities.
引用
收藏
页码:2046 / 2049
页数:4
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