Design and asymmetric synthesis of chiral diaryliodonium salts

被引：32

作者：

Jalalian, Nazli ^{[1
]}

Olofsson, Berit ^{[1
]}

机构：

[1] Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden

来源：

TETRAHEDRON | 2010年 / 66卷 / 31期

基金：

瑞典研究理事会;

关键词：

Hypervalent iodine; Diaryl-lambda(3)-iodanes; Asymmetric synthesis; Oxidation; Arylation reagents; ONE-POT SYNTHESIS; DYNAMIC KINETIC RESOLUTION; SECONDARY ALCOHOLS; ARYLBORONIC ACIDS; IODONIUM SALTS; ARYL IODIDES; IODINE; EFFICIENT; DEAROMATIZATION; IODOARENES;

D O I：

10.1016/j.tet.2010.05.004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The application of chiral hypervalent iodine reagents in asymmetric synthesis is highly desirable, as the reagents are metal-free, environmentally benign and employed under mild conditions. Three chiral diaryliodonium salts have been designed to provide chemoselectivity and asymmetric induction in asymmetric alpha-phenylation of carbonyl compounds. The synthetic routes to the selected targets are detailed herein, together with a structural investigation into the diastereoselectivity of the alkylation process. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：5793 / 5800

页数：8

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