62074-29-7Relevant academic research and scientific papers
Efficient syntheses of oncinotine and neooncinotine
Hou, Duen-Ren,Cheng, Hsiu-Yi,Wang, Eng-Chi
, p. 6094 - 6099 (2007/10/03)
We have synthesized two natural alkaloids, oncinotine (1) and neooncinotine (2), by means of efficient ring-closing metathesis (RCM) reactions. The required dienes for RCM were assembled from three basic components: 2-allylpiperidine (5), 9-decenoic acid (6), and diamines 7. We developed two different methods to achieve the linkage: the Michael addition of acrylamide and two amidations of succinic anhydride. The Grubbs catalyst was used to form the 17- and 18-membered lactams in 50% and 68% yields, respectively.
