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Progress towards the total synthesis of hamigerans C and D: a direct approach to an elaborated 6-7-5 carbocyclic core.
The Journal of Antibiotics ( IF 3.3 ) Pub Date : 2018-Feb-01 , DOI: 10.1038/ja.2017.96
Douglas Charles Duquette , Thomas Jensen , Brian Mark Stoltz

The hamigeran family of natural products has been the target of numerous synthetic efforts because of its biological activity and interesting structural properties. Herein, we disclose our efforts toward the synthesis of hamigerans C and D, unique among the initially isolated members because of their 6-7-5 carbocyclic core. Our approach directly targets this tricyclic motif by sequential Negishi and Heck coupling reactions, yielding an advanced intermediate with all necessary carbons and sufficient functionality poised for completion of the synthesis of these two natural products.

中文翻译:

完全合成人类半胱氨酸C和D的进展:精细化6-7-5碳环核心的直接方法。

由于其生物学活性和令人感兴趣的结构特性,天然产品的这种半野生动物家族已成为许多合成努力的目标。在本文中,我们公开了我们对合成C和D的人的努力,这些人由于其6-7-5碳环核心而在最初分离的成员中是独一无二的。我们的方法通过顺序的Negishi和Heck偶联反应直接靶向此三环基序,产生了具有所有必要碳原子和足够功能性的高级中间体,有望完成这两种天然产物的合成。
更新日期:2017-09-06
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