EFFICIENT SYNTHESIS OF BIOACTIVE NATURAL PRODUCTS EMPLOYING PALLADIUM-CATALYZED CYCLOALKENYLATION AS A KEY STEP

本研究的目的是以作者开发的钯催化的环烯基化酮为关键步骤，研究具有生物活性的天然产物Quadron和赤霉素的全合成。(1)抗癌药物Quadrone的合成研究作者成功地利用钯催化的具有反式氢吲哚的一个角位上的烯丙基的交叉共轭硅醇醚的环烯丙基化反应合成了二酮的基本碳骨架。赤霉素的合成首先，以钯催化的环烯基化反应为第一步，通过环[3.2.1]辛烷构筑了环状[3.2.1]辛烷CD环体系。在双环[3.2.1]-辛烷环化合物上引入二烯和亲双烯部分后，进行分子内Diels-Alder反应，得到作为单一立体异构体的五环化合物。所提供的环化产物的官能团操作(-)-GA_&lt；112&gt；

The aim of this research is to investigate total syntheses of bioactive natural products, such as quadron and C_<20> gibberellins, employing the palladium-catalyzed cycloalkenylaton developed by the author as a key step.(1) Synthetic Studies on Antitumor agent Quadrone SynthesisThe author has succeeded in synthesizing the basic carbon skeleton of quadrone using the palladium-catalyzed cyclolakenylation of the cross conjugated silyl enol ether possessing an allyl group at one of the angular position of the trans-hydrindane.(2) Synthetic Studies on Plant Regulator Hormone C_<20> Gibberellin SynthesisFirst of all, the CD ring system, bycyclo [3.2.1] octane, was constructed using the palladium-catalyzed cycloalkenylation as the first key steps. After introduction of the diene and dienophile parts on the bicyclo [3.2.1]-octane ring compound, the intramolecular Diels-Alder reaction of it was performed to give rise to the desired penta cyclic compound as a single stereoisomer. Functional group manipulation of the cyclization product furnished(-)-GA_<112>.