Department of Chemistry , The Scripps Research Institute , 10550 North Torrey Pines Road , La Jolla , California 92037 , United States.
J Am Chem Soc. 2019 Jan 9;141(1):29-32. doi: 10.1021/jacs.8b13029. Epub 2018 Dec 24.
A simple total synthesis of herqulines B and C is reported, modeled on the reductive biosynthesis reported previously by other researchers. Commencing from tyrosine, these alkaloids were fashioned through a dimerization, macrocyclization, and four consecutive reductions. Emerging from these studies are strategic insights on the synthesis of these strained alkaloids, as well as mild conditions for the exhaustive reduction of diketopiperizines.
据报道,我们模拟了先前其他研究人员所报道的还原生物合成途径,实现了海葵素 B 和 C 的简单全合成。这些生物碱以酪氨酸为起始原料,通过二聚化、大环化和连续四次还原反应进行合成。这些研究为这些张力较大的生物碱的合成提供了战略见解,同时也为二酮哌嗪的完全还原提供了温和的条件。