Scarpi Dina, Faggi Cristina, Occhiato Ernesto G
Dipartimento di Chimica "U. Schiff", Università degli Studi di Firenze , Via della Lastruccia 13, 50019, Sesto Fiorentino (FI), Italy.
Centro di Cristallografia Università degli Studi di Firenze , Via della Lastruccia 3, 50019 Sesto Fiorentino (FI), Italy.
J Nat Prod. 2017 Aug 25;80(8):2384-2388. doi: 10.1021/acs.jnatprod.7b00311. Epub 2017 Jul 21.
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.
首次全合成天然产物鸦胆子灵I，该物质是从鸦胆子茎的乙醇提取物中少量分离得到的，经九步反应以29%的产率和高对映体纯度（>98%）实现了全合成。该过程的关键步骤是炔丙基乙酸酯衍生物的金催化串联重排/纳扎罗夫反应。该合成提供了足够量的合成鸦胆子灵I用于进一步的生物测定。
