Bifunctionalized allenes. Part XXIV. Competitive electrophilic cyclization of 5-(dimethoxyphosphoryl)-alka-3,4-dienoates leading to 2,5-dihydro-1, 2-oxaphospholes and 5,6-dihydro-2H-pyranes,Phosphorus, Sulfur, and Silicon and the Related Elements

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Bifunctionalized allenes. Part XXIV. Competitive electrophilic cyclization of 5-(dimethoxyphosphoryl)-alka-3,4-dienoates leading to 2,5-dihydro-1, 2-oxaphospholes and 5,6-dihydro-2H-pyranes
Phosphorus, Sulfur, and Silicon and the Related Elements ( IF 1.4 ) Pub Date : 2020-06-04 , DOI: 10.1080/10426507.2020.1759063
Hasan H. Hasanov ₁ , Ivaylo K. Ivanov ₁ , Valerij Ch. Christov ₁

Affiliation

Abstract We report herein a study on the competitive electrophilic cyclization of 5-(dimethoxyphosphoryl)-alka-3,4-dienoates involving 5-endo-trig and 6-endo-trig mode cyclizations. Reaction with electrophiles produces mixtures of the 2-(2-oxo-2,5-dihydro-1,2-oxaphosphol-5-yl)-alkanoates and (6-oxo-5,6-dihydro-2H-pyran-2-yl)-phosphonates by competitive electrophilic cyclization due to the participation of the neighboring phosphonate and carboxylate groups. Graphical Abstract

中文翻译：

双功能化的丙二烯。第二十四部分。5-(二甲氧基磷酰基)-alka-3,4-dienoates 的竞争性亲电环化导致 2,5-dihydro-1, 2-oxaphospholes 和 5,6-dihydro-2H-pyranes

摘要我们在此报告了一项涉及 5-endo-trig 和 6-endo-trig 模式环化的 5-(二甲氧基磷酰基)-alka-3,4-dienoates 竞争性亲电环化的研究。与亲电试剂反应产生 2-(2-oxo-2,5-dihydro-1,2-oxaphosphol-5-yl)-alkanoates 和 (6-oxo-5,6-dihydro-2H-pyran-2-由于相邻膦酸酯和羧酸酯基团的参与，yl)-膦酸酯通过竞争性亲电环化反应生成。图形概要

更新日期：2020-06-04

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