A3-Coupling Reaction as a Strategy Towards the Synthesis ofAlkaloids

Journal of the Brazilian Chemical Society

Rafaela C. Carmona¹  Edison P. Wendler¹  George H. Sakae¹  João V. Comasseto¹  Alcindo A. Dos Santos¹ 

关键词: hydroxy-propargylamines;    A3-coupling;    C–H activation;    cyclic alkaloids;   

DOI  :  10.5935/0103-5053.20140223

来源: SciELO

【 摘 要 】

A number of aldehydes, alkynols and benzylamines were submitted toA3-coupling reaction, under CuCl catalysis, giving strategicallyfunctionalized hydroxy-propargylamines. The procedure allows the use of alkyl as wellas aryl aldehydes. Representative substrates were converted into fiveand six-memberedcyclic alkaloids by sequential one-pot N-debenzylation/triple bondreduction promoted by Pd, followed by a Mitsunobu-type cyclization.

【 授权许可】

CC BY   
 All the contents of this journal, except where otherwise noted, is licensed under a Creative Commons Attribution License