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从生物质生产大环麝香中的烯烃顺序异构化和环化复分解反应。

Sequential Alkene Isomerization and Ring-Closing Metathesis in Production of Macrocyclic Musks from Biomass.

机构信息

Biological and Chemical Research Centre, Faculty of Chemistry, University of Warsaw, Żwirki i Wigury 101, 02-089, Warsaw, Poland.

Department of Chemistry and Biochemistry, San Diego State University, 5500 Campanile Drive, San Diego, California, 92182-1030, USA.

出版信息

Chemistry. 2018 Jul 20;24(41):10403-10408. doi: 10.1002/chem.201800728. Epub 2018 Jun 21.

Abstract

We report successful utilization of sequential alkene isomerization and ring-closing metathesis of dec-9-enoic acid based dienes in synthesis of macrocyclic lactones that possess a strong scent of musk. This catalytic sequence was essential to trim the chain length of starting dienes to yield macrocycles of the right size. Dec-9-enoic acid is conveniently obtainable from oleic esters by Ru-catalysed ethenolysis.

摘要

我们报告了在合成具有强烈麝香气味的大环内酯时,成功利用了 dec-9-enoic 酸基二烯的顺序烯烃异构化和环 closing 复分解反应。该催化序列对于修剪起始二烯的链长以得到合适大小的大环至关重要。dec-9-enoic 酸可以通过 Ru 催化的乙烯醇解从油酸酯中方便地获得。

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