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Total Synthesis of Bruceolline I
Journal of Natural Products ( IF 3.3 ) Pub Date : 2017-07-21 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00311
Dina Scarpi 1 , Cristina Faggi 2 , Ernesto G. Occhiato 1
Affiliation  

The first total synthesis of the natural product bruceolline I, isolated in small quantities from the ethanol extract of Brucea mollis stems, was achieved in 29% yield over nine steps and with high enantiomeric purity (>98%). The key step of the process is the tandem gold-catalyzed rearrangement/Nazarov reaction of a propargylic acetate derivative. This synthesis provides a sufficient amount of synthesized bruceolline I for further bioassays.

中文翻译:

布鲁索林Ⅰ的全合成

从小花布鲁斯茎的乙醇提取物中少量分离出的天然产物布鲁索碱I的第一个全合成,在九个步骤中以29%的收率实现,并具有较高的对映体纯度(> 98%)。该方法的关键步骤是乙酸炔丙酯的串联金催化重排/纳扎罗夫反应。该合成为后续的生物测定提供了足够量的合成布鲁索洛林I。
更新日期:2017-07-21
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