Chiral Palladacycle Catalysts Generated on a Single-Handed Helical Polymer Skeleton for Asymmetric Arylative Ring Opening of 1,4-Epoxy-1,4-dihydronaphthalene

被引：75
作者：
Yamamoto, Takeshi [1 ]
Akai, Yuto [1 ]
Suginome, Michinori [1 ,2 ]
机构：
[1] Kyoto Univ, Dept Synthet Chem & Biol Chem, Grad Sch Engn, Nishikyo Ku, Kyoto 6158510, Japan
[2] CREST, JST, Nishikyo Ku, Kyoto 6158510, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 47期
关键词：
asymmetric synthesis; helical structures; ligand design; palladacycles; polymer catalyst; AZA-CLAISEN REARRANGEMENT; HIGHLY-ACTIVE CATALYSTS; C-H ACTIVATION; OXABICYCLIC ALKENES; ARYLBORONIC ACIDS; PINCER COMPLEXES; BICYCLIC ALKENES; BORONIC ACIDS; ALPHA; BETA-UNSATURATED KETONES; ENANTIOSELECTIVE CATALYSTS;
D O I：
10.1002/anie.201407358
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Post-polymerization C-H activation of poly(quinoxaline-2,3-diyl)-based helically chiral phosphine ligands (PQXphos) with palladium(II) acetate afforded chiral phosphapalladacycles quantitatively. In situ generated palladacycles exhibited enantioselectivities up to 94% ee in the palladium-catalyzed asymmetric ring-opening arylation of 1,4-epoxy-1,4-dihydronaphthalenes with arylboronic acids.
引用
收藏
页码：12785 / 12788
页数：4
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