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首页> 外文期刊>Chemistry: A European journal >Two Versatile and Parallel Approaches to Highly Symmetrical Open and Closed Natural Product-Based Structures
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Two Versatile and Parallel Approaches to Highly Symmetrical Open and Closed Natural Product-Based Structures

机译：高度对称的基于自然产品的开放式和封闭式结构的两种通用和并行方法

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摘要

Two parallel approaches for preparing diverse and highly symmetrical homohybrids derived from a series of mono- and diterpenes, steroids, and alkaloids are reported. Both procedures are based on the mono-addition of bis(alkynyl) dilithium reagents to natural products having a carbonyl group to produce the corresponding alkynyl derivatives. The Glaser-Hay Cu-promoted homocoupling of these alkynyl natural product mono-adducts as well as the Huisgen Cu-catalyzed azide-alkyne cycloaddition (CuAAC) reaction resulted in the synthesis of steroid-, terpene-, and alkaloid-based homohybrid derivatives incorporating diverse spacers to join the natural product scaffolds. Straightforward entries to novel closed highly symmetrical and complex estrone-based macrocyclic and cage architectures by means of the Glaser-Eglinton homocoupling and the CuAAC reaction have been devised.
机译：报道了两种平行的方法，用于制备衍生自一系列单萜和二萜，类固醇和生物碱的多样且高度对称的杂种。两种方法都基于双（炔基）二锂试剂向具有羰基的天然产物中的单加成，以产生相应的炔基衍生物。这些炔基天然产物单加合物的Glaser-Hay Cu促进的均偶联以及Huisgen Cu催化的叠氮化物-炔烃环加成（CuAAC）反应导致合成了基于甾体，萜烯和生物碱的同质衍生物各种各样的间隔物来连接天然产物支架。通过Glaser-Eglinton均偶联和CuAAC反应，已经设计出了新颖的封闭的高度对称和复杂的基于雌酮的大环和笼结构的简单方法。

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