A new approach to substituted cyclobutanes:: Direct β-deprotonation/magnesiation of cyclobutane carboxamides

A new approach to substituted cyclobutanes:: Direct β-deprotonation/magnesiation of cyclobutane carboxamides
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DOI:
10.1055/s-2003-40331
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发表时间:
2003-01-01
期刊:
影响因子:
2
通讯作者:
Gilardi, R
Gilardi, R
中科院分区:
化学4区
文献类型:
--
作者:
Eaton, PE;Zhang, MX;Gilardi, R

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Bumon(I-pr)(2)在动力学上和热态具有效率,可对质子化/大键合顺序和β至一个环丁烷环上的激活羧米多组。由此产生的羧酰胺螺旋体的amido-rignards是有用的试剂。该方法提供了一种全新的方法来控制循环机构的替代方法。 Buman(I-pr)(2)也将金属化pivaloyl酰胺。
BuMoN(i-Pr)(2) is shown to be kinetically and thermodynandcally efficient for deprotonation/magnesiation cis and beta to an activating carboxamido group on a cyclobutane ring. The resulting carboxamido-stabilized amido-Grignards are useful reagents. The method provides an entirely new approach to controlled substitution on cyclobutanes. BuMaN(i-Pr)(2) will also metalate pivaloyl amides.