无C环青蒿素类似物的合成研究

Study on the Synthesis of C - Nor - Qinghaosu Analogues

以天然的(-)-香芹酮为原料,设计、合成了四种环状烯醇醚,它们是合成标题化合物的关键中间体.然而这些化合物出乎意料地与单线态氧不发生反应,仅为光氧化反应提供了有参考价值的经验积累.以(-)-薄荷醇为原料用同样方法则可合成得到化合物4的骨架化合物的混合物.

With natural ( - ) - carvone as starting material, we designed and synthesized altogether four cyclic enol ethers, the immediate precursors to the desired end products. These compounds exhibited entirely unexpected resistance to singlet oxygen, providing a valuable piece of previously unknown knowledge about the photosensitized oxidation by molecular oxygen. The synthesis starting from ( - ) - menthol via a similar route as from ( - )- carvone was successful, giving the corresponding C - nor - qinghaosu analogue as expected.