XY–ZH systems as potential 1,3-dipoles. Part 1. Background and scope

XY–ZH systems as potential 1,3-dipoles. Part 1. Background and scope
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XY–ZH 系统作为潜在的 1,3-偶极子 第 1 部分:背景和范围。

DOI:
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发表时间:
1984
期刊:
影响因子:
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通讯作者:
J. Kemp
J. Kemp
中科院分区:
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文献类型:
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作者:
R. Grigg;H. Gunaratne;J. Kemp

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XY-ZH系统被认为是在一般条件下,并分为四类根据具有孤对电子的组成原子的数量。这些系统中,中心Y原子具有孤对被证明是能够参与正式的1,2-H位移产生1,3-偶极物种。的反应范围,包括其可能的相关性的生化吡哆醛酶进行了讨论和反应性的结构的影响证明了与速率数据的一系列的芳基亚胺的苯基甘氨酸和丙氨酸甲酯的环加成到N-苯基马来酰亚胺。
XY–ZH Systems are considered in general terms and divided into four classes according to the number of constituent atoms that possess lone-pair electrons. Those systems in which the central Y atom possesses a lone pair are shown to be capable of participating in formal 1,2-H shifts generating 1,3-dipolar species. The scope of the reaction, including its possible relevance to the biochemistry of pyridoxal enzymes is discussed and the influence of structure on reactivity is demonstrated with rate data for the cycloaddition of a series of aryl imines of phenylglycine and alanine methyl esters to N-phenylmaleimide.