Journal
TETRAHEDRON
Volume 68, Issue 39, Pages 8222-8230Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.07.064
Keywords
Ugi reaction; Multicomponent reaction; Amide N-detertbutylation; Isocyanide; 2,6-Diketopiperazine
Categories
Funding
- Committee for Scientific Research, Poland [N N405 623138]
- Medical University of Warsaw
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A three-step sequence involving an Ugi five-center, four-component reaction (U-5C-4CR), amide N-detertbutylation and cyclocondensation has been developed for easy access to diverse bicyclic 2,6-diketopiperazine (2,6-DKP) derivatives. In the key step, aromatic aldehydes were successfully coupled with cyclic alpha-amino acids and isocyanides in the course of U-5C-4CR. Boron trifluoride-acetic acid complex was developed as a new N-detertbutylating agent effective at rt. (C) 2012 Elsevier Ltd. All rights reserved.
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