Preparation of Musk‐Smelling Macrocyclic Lactones from Biomass: Looking for the Optimal Substrate Combination,ChemSusChem

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Preparation of Musk‐Smelling Macrocyclic Lactones from Biomass: Looking for the Optimal Substrate Combination
ChemSusChem ( IF 7.5 ) Pub Date : 2018-08-20 , DOI: 10.1002/cssc.201801463
Adrian Sytniczuk ₁ , Agnieszka Leszczyńska ₁ , Anna Kajetanowicz ₁ , Karol Grela ₁

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Macrocyclic musk belongs to a well‐known and valued class of the fragrance family. Originally, natural musks were obtained from rectal musk glands which often led to the death of the animals. Recently, a lot of effort was invested to obtain such macrocycles in a synthetic way. This research presents a study on the preparation of macrocyclic lactones with the musk scent by ring‐closing metathesis (RCM) using biomass‐derived starting materials: oleic and 9‐decenoic acid. An experimental rule correlating the C–C double bond substitution pattern in the starting diene and the yield for the RCM macrocyclization was proposed.

中文翻译：

从生物质中制备具有气味的大环内酯：寻找最佳的底物组合

大环麝香属于香精家族中知名度很高的一类。最初，天然麝香是从直肠麝香腺中获得的，这通常会导致动物死亡。最近，人们投入了大量精力以合成方式获得此类大环化合物。这项研究提出了一种通过使用生物质衍生的原料：油酸和9-癸烯酸通过闭环复分解（RCM）来制备具有麝香气味的大环内酯的研究。提出了一个实验规则，将起始二烯中的CC双键取代模式与RCM大环化的收率相关联。

更新日期：2018-08-20

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