Intramolecular ortho photocycloaddition of salicyclic acid derivatives: Multiple-step reaction cascades and their synthetic application

该项目旨在开发一种光化学反应级联反应及其在合成萜类天然产物中的应用。级联反应将在水杨酸衍生物上进行研究，第一步包括与双环辛二烯的分子内邻位光环加成反应。在另外两个步骤中，通过热对旋环开环和光化学对旋[4PI]环化反应生成了具有双环[4.2.0]辛烷结构的化合物。在我们的特殊情况下，简单和容易获得的芳香族底物将提供具有复杂的三维骨架的产品，这种骨架在原硫丹中发现。该反应级联反应将应用于这类天然产物的合成。处理所有选择性问题的方法学研究将有助于应对合成目标带来的挑战。将开发所述反应级联的对映选择性变体。

The project aims at the development of a photochemical reaction cascade and its application to the synthesis of terpene natural products. The cascade reaction will be studied on salicylic acid derivatives and includes in the first step an intramolecular ortho photocycloaddition to a bicyclic octadiene. In two additional steps, compounds with a bicyclo[4.2.0]octane structure are formed by thermal disrotatory ring opening and photochemical disrotatory [4pi] cyclization. In our specific case, simple and easily accessible aromatic substrates will deliver products with a complex, three-dimensional skeleton, which is found in protoilludanes. The reaction cascade will be applied to the synthesis of this class of natural products. Methodology studies, which address all issues of selectivity will serve to meet the challenges posed by the synthetic targets. An enantioselective variant of the described reaction cascade will be developed.