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The Nicholas approach to natural product hybrids

机译:尼古拉斯的天然产物混合方法

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The intermolecular Nicholas reaction of terpene-based scaffolds is an excellent access to natural product hybrid compounds. These intermolecular reactions have a low selectivity and are scarcely efficient for non-conjugated cations, but they are highly efficient to produce new terpene structures through an intramolecular reaction pathway. The use of cations derived from natural product derived [Co-2(CO)(6)]-enytic complexes is, in contrast, a highly efficient regio- and stereoselective procedure to prepare very complex structures, incorporating diverse densely functionalized or labile moieties. Thus, beta-pinene-diterpene-al-kaloid or homohybrids can be accessed in totally stereo-, regio- and site-selective fashion. Ibis approach efficiently discriminates between different propargylic positions by selecting the nature of the alcohol, being the enyne-derived cations the most reactive. The chimera 38 with a steroid-terpene-indole skeleton was prepared in this way.
机译:基于萜的支架的分子间尼古拉斯反应是获得天然产物杂化化合物的绝佳途径。这些分子间反应具有低选择性,并且对于非共轭阳离子几乎没有效率,但是它们通过分子内反应途径高效产生新的萜烯结构。相反,使用源自天然产物衍生的[Co-2(CO)(6)]-酶复合物的阳离子是一种高效的区域选择性和立体选择性方法,用于制备非常复杂的结构,并结合了各种稠密的功能化或不稳定的部分。因此,可以以完全立体,区域和位点选择性的方式获得β-pine烯-二萜-al-生物碱或同型杂化物。宜必思方法通过选择醇的性质来有效地区分不同的炔丙基位置,这是烯类衍生的阳离子最具反应性。以此方式制备了具有类固醇-萜烯-吲哚骨架的嵌合体38。

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