Singlet Oxygen for Use in Organic Synthesis

本计画的中心议题为单线态氧化学及其在多氧官能化产物合成中的应用。结合单线态氧反应和随后的氧转移反应，导致高度官能化的产品与立体化学信息，从最初的光氧合步骤。主要有四个方面需要研究：A）1 O2合成，B）二次氧转移，C）1 O2串联反应，D）1 O2内过氧化物转化。在A部分中，单线态氧反应的立体选择性合成应用将被研究，重点是通过氢键和有机催化方法的立体控制;在B部分中，产物（烯丙基氢过氧化物和内过氧化物）是由单线态氧反应产生的，相对于二次还原或氧转移步骤进行了研究;在C部分，串联过程（1 O2/1 O2）的开发和研究，以找到有效的方法，有机底物的聚氧官能化;在D部分，可能的内过氧化物的对映选择性转化将进行研究。

The central topic of this project is the investigation of singlet oxygen chemistry and its application for the synthesis of polyoxyfunctionalized products. Combining singlet oxygen reactions and subsequent oxygen transfer reactions leads to highly functionalized products with stereochemical information which slem from the initial photooxygenation step. There are four major areas which should be investigated: A) synthesis with 1O2, B) secondary oxygen transfer, C) 1O2 tandem reactions, D) 1O2endoperoxide transformation. In part A, stereoselective synthetic applications of singlet oxygen reactions are to be investigated with emphasis on stereocontrol by hydrogen-bonding and by organocatalytic methods; in part B, products (allylic hydroperoxides and endoperoxides, respectively) that are generated by singlet oxygen reactions are investigated with respect to secondary reductive or oxygen-transfer steps; in part C, tandem processes (1O2/1O2) are developed and investigated in order to find efficient ways to polyoxyfunctionalizations of organic substrates; in part D, possible enantioselective transformations of endoperoxides will be investigated.