首页|Asymmetric aminocarbonylation of iodoalkenes in the presence of α-phenylethylamine as an <ce:italic>N</ce:italic>-nucleophile
Asymmetric aminocarbonylation of iodoalkenes in the presence of α-phenylethylamine as an <ce:italic>N</ce:italic>-nucleophile
扫码查看
点击上方二维码区域，可以放大扫码查看
原文链接
NSTL
Elsevier
<![CDATA[<ce:abstract xmlns:ce="http://www.elsevier.com/xml/common/dtd" xmlns="http://www.elsevier.com/xml/ja/dtd" class="graphical" xml:lang="en" id="ab005" view="all"><ce:section-title id="st005">Graphical abstract</ce:section-title><ce:abstract-sec id="as005" view="all"><ce:simple-para>Display Omitted</ce:simple-para></ce:abstract-sec></ce:abstract><ce:abstract xmlns:ce="http://www.elsevier.com/xml/common/dtd" xmlns="http://www.elsevier.com/xml/ja/dtd" class="author" xml:lang="en" id="ab010" view="all"><ce:section-title id="st010">Abstract</ce:section-title><ce:abstract-sec id="as010" view="all"><ce:simple-para id="sp0010" view="all">Iodoalkenes, such as 2-iodo-bornene, 17-iodoandrost-16-ene, 3-methoxy-17-iodoestra-1,3,5(10),16-ene, 3β-hydroxy-20-iodopregna-5,20-diene and 3β-hydroxy-12-iodo-5α,25<ce:italic>R</ce:italic>-spirost-11-ene were aminocarbonylated with enantiomerically pure and racemic α-phenylethylamine as the<ce:italic>N</ce:italic>-nucleophile in the presence of palladium(0) catalysts. Monodentate and bidentate (chiral and achiral) phosphines were used as ligands in the catalytic system. All diastereoisomers of the corresponding carboxamides were characterised as pure stereoisomers using both α-phenylethylamine and iodoalkene in enantiomerically pure form. The diastereoisomers were obtained in moderate to high yields in a chemoselective reaction,<ce:italic>i.e</ce:italic>., carboxamides due to single carbon monoxide insertion were formed exclusively, with no double CO insertion leading to 2-ketocarboxamides. Diastereoselectivities of the aminocarbonylation were investigated using the<ce:italic>N</ce:italic>-nucleophile in racemic form by the systematic variation of the catalyst.</ce:simple-para></ce:abstract-sec></ce:abstract>]]>
Gábor Mikle、Borbála Boros、László Kollár
展开 >
Department of Inorganic Chemistry, University of Pécs and Szentágothai Research Centre
Department of Analytical and Environmental Chemistry, University of Pécs
NSTL
Elsevier
