PERICYCLIC REACTIONS FOR ORGANIC SYNTHESIS

本文主要介绍了周环反应在新合成中的应用 几类重要有机化合物的合成方法 化合物. 第一部分介绍了进一步发展一个一般 高度取代的芳族化合物的区域控制的成环路线， 杂芳族化合物。 将这一方法应用于 将研究生物活性天然产物的合成; 具体的目标化合物包括埃及酮抗生素、八种 从中药丹中分离的相关二萜醌类化合物 Shen，抗生素非那烯酮二萜salvilenone和atrovenetin， 降压二萜类化合物巴比妥， taxmairin B和丝裂霉素抗肿瘤抗生素。 建议的第二部分介绍了一项总的战略， 炔基烯酮是一类烯酮衍生物， 目前几乎完全未知。 的应用 某些共轭炔基烯酮的电环化将是 作为芳香族化合物的合成方法和作为 产生某些新的芳族双自由基物质的方法。

This proposal focuses on the application of pericyclic reactions in new methodology for the synthesis of several important classes of organic compounds. Part I describes the further development of a general regiocontrolled annulation route to highly substituted aromatic and heteroaromatic compounds. The application of this methodology to the total synthesis of biologically active natural products will be investigated; specific target compounds include the aegyptinone antibiotics, eight related diterpenoid quinones isolated from the important Chinese drug Dan Shen, the antibiotic phenalenone diterpenes salvilenone and atrovenetin, the antihypertensive diterpene barbatusol, the antineoplastic diterpene taxmairin B, and the mitomycin antitumor antibiotics. Part II of the proposal describes a general strategy for the synthesis of alkynylketenes, a class of ketene derivatives which are at present almost completely unknown. The application of the electrocyclization of certain conjugated alkynylketenes will be investigated as a method for the synthesis of aromatic compounds and as a means of generating certain novel aromatic diradical species.