COMPLEX CARBOCYCLE BY PHOTOCYCLOADDITION

2-吡啶酮类化合物的[4+4]光二聚反应是一种有效的方法。 制备用于合成的具有战略官能化的环辛二烯 挑战，如紫杉醇和鞭毛虫。这种一步法 由简单芳香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，但尚未被开发 综合考虑。我们对一个以前未测试过的分子内分子的研究 这种反应的版本已经为应用程序奠定了基础 全合成。紫杉醇的两种分子内方法和一种合成方法 提出了一种复杂的甘蔗属植物。 一项初步研究证明了一种选择性的分子间反应 4-烷氧基-2-吡啶酮和2-吡啶酮，基于不能 进行[4+4]光二聚反应。这种新的方法来控制 [4+4]在没有系绳的情况下，反应允许其他重要的 要解决的目标。抗生素戊烯内酯的合成 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.