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

页码：12785 / 12788

页数：4

共 85 条

[1] Enhanced Catalyst Activity and Enantioselectivity with Chirality-Switchable Polymer Ligand PQXphos in Pd-Catalyzed Asymmetric Silaborative Cleavage of meso-Methylenecyclopropanes [J].