Intramolecular ortho photocycloaddition of salicyclic acid derivatives: Multiple-step reaction cascades and their synthetic application
Intramolecular ortho photocycloaddition of salicyclic acid derivatives: Multiple-step reaction cascades and their synthetic application
批准号:
422215986
负责人:
Professor Dr. Thorsten Bach
金额:
$0.0万
依托单位国家:
德国
项目类别:
Research Grants
财政年份:
2019
资助国家:
德国
项目状态:
已结题
起止时间:
2018-12-31 至 2021-12-31
中文摘要
该项目旨在开发光化学反应级联及其在萜烯天然产物合成中的应用。将研究水杨酸衍生物的级联反应,并在第一步中包括对双环辛二烯的分子内邻光环加成。在另外两个步骤中,通过热旋开环和光化学旋[4pi]环化形成双环[4.2.0]辛烷值结构的化合物。在我们的具体情况下,简单和容易获得的芳香底物将提供具有复杂的三维骨架的产品,这是在原例证烷中发现的。反应级联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研究将有助于应付合成目标所带来的挑战。将开发所述反应级联的对映选择性变体。
英文摘要
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.
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