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

被引：110

作者：

Akai, Yuto ^{[1
]}

Yamamoto, Takeshi ^{[1
]}

Nagata, Yuuya ^{[1
]}

Ohmura, Toshimichi ^{[1
]}

Suginome, Michinori ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Synthet Chem & Biol Chem, Nishikyo Ku, Kyoto 6158510, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2012年 / 134卷 / 27期

基金：

日本科学技术振兴机构;

关键词：

SCREW-SENSE; HELICAL POLY(QUINOXALINE-2,3-DIYL)S; LIVING POLYMERIZATION; 1,2-DIISOCYANOARENES; COMPLEXES; PHOSPHINE;

D O I：

10.1021/ja303506k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The poly(quinoxaline-2,3-diyl)-based helically chiral phosphine ligands PQXphos exhibited high enantioselectivities up to 97% ee in palladium-catalyzed desymmetrization of meso-1,2-dialkylsubstituted-3-methylenecyclopropanes through silaborative cleavage of the C C bond. The observed enantioselectivities were higher than those obtained with 2-diarylphosphino-1,1'-binaphthyl in our original report. Remarkable rate enhancement was also observed with a series of PQXphos in comparison with the corresponding low-molecular weight ligands.

引用

页码：11092 / 11095

页数：4

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