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基于金催化的 1,7-二炔的级联反应对 cladiellins 的集体合成。

Collective synthesis of cladiellins based on the gold-catalyzed cascade reaction of 1,7-diynes.

机构信息

Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen 518055 (China).

出版信息

Angew Chem Int Ed Engl. 2014 Feb 10;53(7):1837-40. doi: 10.1002/anie.201309449. Epub 2014 Jan 29.

Abstract

The cladiellin family of natural products, which includes molecules with various biological activities, continues to invite new synthetic studies. A gold-catalyzed tandem reaction of 1,7-diynes to construct the 6-5-bicyclic ring systems that are present in a number of natural products was developed. This reaction was applied as the key step to realize the formal and total syntheses of nine members of the cladiellin family in an enantio- and diastereoselective manner. This modular and efficient approach could also be used for the construction of other cladiellins, as well as their analogues, for follow-up studies.

摘要

天然产物 cladiellin 家族包括具有各种生物活性的分子,继续吸引新的合成研究。开发了一种金催化的 1,7-二炔的串联反应,构建了许多天然产物中存在的 6-5-双环体系。该反应被应用为关键步骤,以对 cladiellin 家族的 9 个成员进行对映选择性和非对映选择性的全合成。这种模块化和有效的方法也可用于构建其他 cladiellin 及其类似物,以进行后续研究。

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