Bis(perfluoroalkyl) Phosphino-Oxazoline: A Modular, Stable, Strongly π-Accepting Ligand for Asymmetric Catalysis

被引：25

作者：

Hu, Zongjian ^{[1
]}

Li, Yuguang ^{[1
]}

Liu, Kai ^{[1
]}

Shen, Qilong ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 18期

基金：

中国国家自然科学基金;

关键词：

ALLYLIC ALKYLATION; COORDINATION CHEMISTRY; PHOSPHORUS LIGANDS; ELECTROPHILIC TRIFLUOROMETHYLATION; ENANTIOSELECTIVE HYDROGENATION; CHIRAL LIGANDS; COMPLEXES; SUBSTITUTION; PD; CYCLOPROPANATION;

D O I：

10.1021/jo3011717

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new class of stable, strongly pi-accepting and modular bis(perfluoroalkyl)-phosphine-oxazoline ligands (FOX) as CO mimics was prepared. It was demonstrated that these ligands, when coordinated to palladium catalysts, promote the asymmetric alkylation of monosubstituted allyl substrates with excellent regio- and enantioselectivity. Solid and solution structure analysis of the FOX-ligated Pd-allyl intermediate reveals that the combination of relative steric and strong trans influences presented by the P(CF3)(2) moiety gave rise to the excellent selectivity.

引用

页码：7957 / 7967

页数：11

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