Sytniczuk Adrian, Leszczyńska Agnieszka, Kajetanowicz Anna, Grela Karol
Faculty of Chemistry, Biological and Chemical Research Centre, University of Warsaw, Żwirki i Wigury 101, 02-089, Warsaw, Poland.
ChemSusChem. 2018 Sep 21;11(18):3157-3166. doi: 10.1002/cssc.201801463. Epub 2018 Aug 20.
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.
大环麝香属于香料家族中一类知名且有价值的香料。最初，天然麝香是从动物的直肠麝香腺中获取的，这常常导致动物死亡。最近，人们投入了大量精力以合成的方式获得此类大环化合物。本研究提出了一项利用生物质衍生原料（油酸和9-癸烯酸）通过闭环复分解反应（RCM）制备具有麝香气味的大环内酯的研究。提出了一个将起始二烯中的碳-碳双键取代模式与RCM大环化产率相关联的实验规则。
