Propargylation of Ugi Amide Dianion: An Entry into Pyrrolidinone and Benzoindolizidine Alkaloid Analogues

Ali, Ali Khalil ; Cordier, Marie ; El-Naggar, Abeer M. ; Abd El-Sattar, Nour E. A. ; Hassan, Mohamed Ali ; Zidan, Alaa ; El Kaïm, Laurent 


Abstract


Copyright © 2018 American Chemical Society. Propargylation of Ugi adducts under the addition of excess sodium hydride in DMSO leads to direct formation of pyrrolidinone enamides, which are useful precursors of iminium intermediates and may be trapped by various nucleophiles. This approach has been applied to the formation of benzoindolizidine alkaloids with high diversity via a Ugi/propargylation/Pictet-Spengler cyclization.


Other data

Issue Date 2018
Publisher American Chemical Society
Journal Organic Letters 
URI http://research.asu.edu.eg/handle/123456789/168335
DOI 9
2568
https://api.elsevier.com/content/abstract/scopus_id/85046622372
20
1523-7052
10.1021/acs.orglett.8b00687


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