Synthesis of highly rigid phosphine-oxazoline ligands for palladium-catalyzed asymmetric allylic alkylation

被引:17
|
作者
Qiu, Zhongxuan [1 ]
Sun, Rui [1 ]
Teng, Dawei [1 ]
机构
[1] Qingdao Univ Sci & Technol, Coll Chem Engn, Qingdao 266042, Peoples R China
关键词
JM-PHOS LIGANDS; CHIRAL LIGANDS; ENANTIOSELECTIVE CATALYSIS; SUBSTITUTION-REACTION; ALLYLATION REACTIONS; PD COMPLEXES; HYDROGENATION; DESIGN; ACIDS; PHOSPHINOARYLOXAZOLINES;
D O I
10.1039/c8ob02265h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly rigid spiro phosphine-oxazoline ligand skeleton with a spirocarbon stereogenic center was developed from 7-bromo-1-indanone. The catalytic performance of the ligand was demonstrated in palladium-catalyzed asymmetric allylic alkylation. Under optimized conditions, high yields (up to 99%) and enantioselectivities (up to 99.9% ee) were obtained for reactions of 1,3-diphenylallyl acetates and symmetrical 1,3-dicarbonyl substrates.
引用
收藏
页码:7717 / 7724
页数:8
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