PERICYCLIC REACTIONS FOR ORGANIC SYNTHESIS

本文重点介绍了周环反应在新材料中的应用。 几类重要有机化合物的合成方法学 化合物。 第一部分描述了通用汽车的进一步发展 高取代芳烃和高取代芳烃的区域控制环化路线 杂环化合物。这一方法论在总量上的应用 将研究生物活性天然产物的合成； 特定的目标化合物包括埃及油酮类抗生素，八种 重要中药丹中相关二萜类化合物的分离 沈，抗生素苯丙烯酮二萜丹参酮和阿托维尼丁， 抗高血压二萜巴巴索醇、抗肿瘤二萜 紫杉素B和丝裂霉素抗肿瘤抗生素。 提案的第二部分描述了一项关于 一类烯酮类衍生物--炔基酮的合成 现在几乎完全未知。的应用程序 某些共轭炔基酮的电环化反应将被 作为合成芳香族化合物的方法和作为一种 产生某些新的芳香族双自由基物种的方法。

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.