Stereoselective Ketone Rearrangements with Hypervalent Iodine Reagents

被引：35

作者：

Malmedy, Florence ^{[1
]}

Wirth, Thomas ^{[1
]}

机构：

[1] Cardiff Univ, Sch Chem, Pk Pl,Main Bldg, Cardiff CF10 3AT, S Glam, Wales

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 45期

关键词：

addition; alkenes; iodine(III); rearrangement; stereoselective synthesis; PINACOL TANDEM PROCESS; RING-CONTRACTION; IN-SITU; OXIDATIVE REARRANGEMENTS; ORGANOIODINE CATALYSTS; ASYMMETRIC OXIDATION; DIAMINATION; SALTS; SCOPE; FUNCTIONALIZATIONS;

D O I：

10.1002/chem.201603022

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first stereoselective version of an iodine(III)-mediated rearrangement of arylketones in the presence of orthoesters is described. The reaction products, alpha-arylated esters, are very useful intermediates in the synthesis of bio-active compounds such as ibuprofen. With chiral lactic acid-based iodine(III) reagents product selectivities of up to 73% ee have been achieved.

引用

页码：16072 / 16077

页数：6

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