A modified total synthesis of (S)-goniothalamin is described for an advanced course in organic chemistry. This experiment gives students an opportunity to handle organometallic reagents and perform an enzymatic kinetic resolution and a metathesis reaction, all in the same synthesis.Furthermore, students learn flame-drying techniques for the manipulation of air-sensitive materials and high-performance liquid chromatography handling and analysis, thus strengthening their experimental knowledge.
Nahra, F., & Riant, O. (2015). Recruiting the students to fight cancer: total synthesis of goniothalamin. Journal of Chemical Education, 92(1), 179-182. https://doi.org/10.1021/ed500457d (Original work published 2015)