Efficient syntheses of oncinotine and neooncinotine
DR Hou, HY Cheng, EC Wang
Index: Hou, Duen-Ren; Cheng, Hsiu-Yi; Wang, Eng-Chi Journal of Organic Chemistry, 2004 , vol. 69, # 18 p. 6094 - 6099
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Citation Number: 20
Abstract
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 ...
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