PALLADIUM-CATALYZED ALKYLATION OF CYCLOALKENES

当今医学的进步在很大程度上依赖于 新的化学、立体和有机合成有机化学 合成碳-碳键的区域选择性方法。 我们实验室的初步结果表明， 钯催化的环烯丙基交叉偶联反应 芳基、乙烯基和炔基卤化物以及三氟代烯烃可以 高产率，在温和的反应条件下，不含 异构体。有机钯化合物的能力 适应各种重要的有机功能 基团及其与高面积烯烃加成的趋势-和 立体选择性表明这是一项特别有用的新技术 不可能形成碳-碳键的方法 由本方法以任何其他方式实施。一个详细的 建议对这一进程的范围和局限性进行研究。 我们将考察这一过程的分子内变化。 利用这种化学的杂环和碳环序列 看起来特别有希望。这种新的方法论具有广泛的应用前景 潜在的合成这种不同的药物和 生理上有趣的物质，如生物碱，大麻素， 前列腺素和多环芳烃。

Progress in medicine today relies heavily on the development in synthetic organic chemistry of new chemo-, stereo- and regioselective methods for the synthesis of carbon-carbon bonds. Preliminary results in our laboratories indicate that the palladium-catalyzed allylic cross-coupling of cyclic alkenes and aryl, vinylic and alkynyl halides, as well as alkenyl triflates, can be effected in high yield, under mild reaction conditions, free of isomers. The ability of organopalladium compounds to accommodate a wide variety of important organic functional groups and their tendency to add to alkenes with high regio- and stereoselectivity suggest this to be an exceptionally useful new approach to carbon-carbon bond formation which cannot be effected in any other way by present methodology. A detailed study of the scope and limitations of this process is proposed. Intramolecular variations of this process will be examined. Hetero- and carboannulation sequences utilizing this chemistry look particularly promising. This new methodology possesses vast potential for the synthesis of such diverse medicinally and physiologically interesting substances as alkaloids, cannabinoids, prostaglandins and polycyclic aromatic hydrocarbons.