Enantioselective epoxidation of chalcone catalysed by the artificial enzyme poly-L-leucine: kinetic mechanism

被引：25

作者：

Carrea, G

Colonna, S

Meek, AD

Ottolina, G

Roberts, SM

机构：

[1] Ist Chim Organ Alessandro Marchesini, Fac Farm, I-20133 Milan, Italy

[2] CNR, Ist Chim Riconoscimento Mol, I-20131 Milan, Italy

[3] Univ Liverpool, Dept Chem, Liverpool L69 3BX, Merseyside, England

来源：

TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 18期

关键词：

D O I：

10.1016/j.tetasy.2004.06.046

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An insight into the kinetics, mechanism and optimum reaction conditions of the Julia-Colonna enantio selective epoxidation has been gained using a soluble polyleucine catalyst (PLL), chalcone as the substrate, and hydrogen peroxide (HOO-) as the oxidant. PLL shows saturation kinetics for both chalcone and HOO- and has a behaviour that fits a steady state random bireactant system with one of the pathways (HOO- binding first) being kinetically preferred to the other (chalcone binding first) in the formation of the ternary complex PLL:HOO-:Chalcone. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：2945 / 2949

页数：5

共 23 条

[1] NUCLEOPHILIC ATTACKS ON CARBON-CARBON DOUBLE-BONDS .29. THE ROLE OF HYPERCONJUGATION IN DETERMINING THE STEREOCHEMISTRY OF NUCLEOPHILIC EPOXIDATION AND CYCLOPROPANATION OF ELECTROPHILIC OLEFINS [J].