Catalytic Enantioselective α-Oxysulfonylation of Ketones Mediated by Iodoarenes

被引：108

作者：

Altermann, Sabine M. ^{[1
]}

Richardson, Robert D. ^{[1
]}

Page, T. Keri ^{[1
]}

Schmidt, Ruth K. ^{[1
,2
]}

Holland, Edward ^{[1
]}

Mohammed, Umal ^{[1
]}

Paradine, Shauna M. ^{[1
,3
]}

French, Andrew N. ^{[1
,3
]}

Richter, Christine ^{[1
,4
]}

Bahar, A. Masih ^{[1
,2
]}

Witulski, Bernhard ^{[1
,5
]}

Wirth, Thomas ^{[1
]}

机构：

[1] Cardiff Univ, Sch Chem, Cardiff CF10 3AT, S Glam, Wales

[2] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

[3] Albion Coll, Dept Chem, Albion, MI 49224 USA

[4] Univ Kaiserslautern, Fachbereich Chem, D-67663 Kaiserslautern, Germany

[5] Johannes Gutenberg Univ Mainz, Inst Organ Chem, D-55128 Mainz, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 2008卷 / 31期

基金：

英国工程与自然科学研究理事会; 美国国家科学基金会;

关键词：

Hypervalent iodine reagents; Organocatalysis; Oxidation; Stereoselective synthesis;

D O I：

10.1002/ejoc.200800741

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The alpha-oxysulfonylation of ketones catalysed by enantio enriched iodoarenes using mCPBA as stoichiometric oxidant is reported to give useful synthetic intermediates in good yield and modest enantioselectivity. We believe this to be the first report of an enantioselective organocatalytic reaction involving hypervalent iodine reagents which should open up a new field for enantioselective organocatalysis of oxidation reactions. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

引用

页码：5315 / 5328

页数：14

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