COMPLEX CARBOCYCLE BY PHOTOCYCLOADDITION

2-吡啶酮的[4+4]光二聚反应是合成2-吡啶酮的有效方法。 制备策略性官能化用于合成的环辛二烯 例如紫杉醇和梭壳菌。 这种单步方法 从简单的芳族前体制备复杂结构的方法 具有高度的区域和立体化学控制，但尚未开发 合成的。 我们对一种以前未经测试的分子内 这种反应的一个版本为应用于 全合成 紫杉醇的两种分子内方法和一种合成方法 的复杂fusicoccane提出。 初步研究表明， 4-烷氧基-2-吡啶酮与2-吡啶酮的反应， 进行[4+4]光二聚化。 这种新的控制方法 [4+4]反应，在没有系链的情况下，允许其他重要的 要解决的目标。 抗生素并环戊二烯内酯的合成 并提出了紫杉醇的合成途径。

The [4+4] photodimerization of 2-pyridones is as efficient method for preparing cyclooctadienes strategically functionalized for synthetic challenges such as taxol and the fusicoccanes. This single-step method for preparing complex structure from simple aromatic precursors proceeds with high region- and stereochemical control, but has not been exploited synthetically. Our studies of a previously untested intramolecular version of this reaction has laid the groundwork for applications to total synthesis. Two intramolecular approaches to taxol, and a synthesis of the complex fusicoccane are proposed. A preliminary study has demonstrated a selective intermolecular reaction of 4-alkoxy-2-pyridone with 2-pyridone, predicated on the inability to undergo [4+4] photodimerization. This new approach to control of the [4+4] reaction, in the absence of a tether, allows for other important targets to be addressed. Synthesis of the antibiotic pentalenolactone and an approach to taxol are proposed.