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
收藏
页码：16072 / 16077
页数：6
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