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The synthesis of a [2.2]paracyclophane-derived secondary phosphine oxide and a study of its reactivity
Tetrahedron ( IF 2.1 ) Pub Date : 2018-05-05
Maulik N. Mungalpara, Jingjing Wang, Martyn P. Coles, Paul G. Plieger, Gareth J. Rowlands

A planar chiral secondary phosphine oxide based on [2.2]paracyclophane was synthesised and its chemistry investigated; it was shown to be a competent pre-ligand in palladium(0)-mediated reactions, and displayed promising activity in gold(I)-catalysed cyclisations. The secondary phosphine oxide could be transformed into a collection of P-stereogenic tertiary phosphine oxides. These are rare examples of the planar chirality of [2.2]paracyclophane being combined with a P-stereogenic centre. Unfortunately, epimerisation of the phosphorus stereocentre during reduction limits the use of this chemistry.



中文翻译:

[2.2]对环环烷衍生的仲氧化膦的合成及其反应性的研究

合成了一种基于[2.2]对环环烷的平面手性仲氧化膦,并对其化学进行了研究;它被证明是钯(0)介导的反应中的有效预配体,并在金(I)催化的环化反应中显示出有希望的活性。仲膦氧化物可以转化为P-立体异构叔膦氧化物的集合。这些是[2.2]对环环烷与P-立体异构中心结合的平面手性的罕见例子。不幸的是,还原过程中磷立体中心的差向异构化限制了这种化学方法的使用。

更新日期:2018-05-05
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