A family of new 1,2,4-trioxanes by photooxygenation of allylic alcohols in sensitizer-doped polymers and secondary reactions

被引：36

作者：

Bartoschek, A ^{[1
]}

El-Idreesy, T ^{[1
]}

Griesbeck, AG ^{[1
]}

Höinck, LO ^{[1
]}

Lex, J ^{[1
]}

Miara, C ^{[1
]}

Neudörfl, JM ^{[1
]}

机构：

[1] Univ Cologne, Inst Organ Chem, D-50939 Cologne, Germany

来源：

SYNTHESIS-STUTTGART | 2005年 / 14期

关键词：

photochemistry; catalytic oxygenation; peroxides; peroxyacetals; Lewis acid catalysis;

D O I：

10.1055/s-2005-872103

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Type II photooxygenation (singlet oxygen) is described as a synthetically useful way for the preparation of allylic hydroperoxides and endoperoxides using sensitizer-adsorbed or covalently sensitizer-doped polymeric (macro- or nanosized) containers. Facilitated product separation and purification as well as increased reactivity are advantages of these techniques in comparison with solution-phase photochemistry. The products generated by Type II photooxygenation have been used for the syntheses Of numerous polycyclic pet-oxides with a common 1,2,4-trioxane core as exhibited in the natural antimalarial artemisinin.

引用

页码：2433 / 2444

页数：12

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