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Synlett 2014; 25(2): 225-228
DOI: 10.1055/s-0033-1340219
DOI: 10.1055/s-0033-1340219
letter
Expeditious Routes to Polycyclic Molecular Frameworks via One-Pot, Two-Step Ugi Ring-Closing Sequences
Further Information
Publication History
Received: 27 September 2013
Accepted: 13 October 2013
Publication Date:
13 November 2013 (online)
![](https://www.thieme-connect.de/media/synlett/201402/lookinside/thumbnails/10.1055-s-0033-1340219-1.jpg)
Abstract
A very general and robust multicomponent-reaction protocol involving an Ugi condensation between ethyl glyoxylate, isonitriles, N-Boc-α-amino acids, and mono-N-Boc-protected diamines followed by a series of acid-promoted cyclization steps in a one-pot fashion is reported. This process allows for the assembly of complex polycyclic structures by means of just two simple synthetic operations and a single chromatographic purification in high overall yields. Of note, the first scaffolds derived from a highly selective sequence of ring-closing events involving three internal amino nucleophiles is reported.
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References and Notes
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For recent examples, see:
For reviews, see:
For examples of the biological profiles displayed by the benzimidazole core, see: