The solution phase synthesis of diketopiperazine libraries via the Ugi reaction: Novel application of Armstrong's convertible isonitrile.

Christopher Hulme, Matthew M. Morrissette, Francis A. Volz, Christopher J. Burns

Research output: Contribution to journalArticle

112 Scopus citations

Abstract

This communication describes the generation of high-yielding solution phase diketopiperazine libraries via a '3-step, 1-pot' procedure, employing the Ugi multi-component reaction (MCR), followed by BOC deprotection and cyclization to diketopiperazine (DKP). Exploitation of Armstrong's convertible isonitrile in the Ugi reaction utilising an 'internal nucleophile' approach for diketopiperazine formation is presented.

Original languageEnglish (US)
Pages (from-to)1113-1116
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number10
DOIs
StatePublished - Mar 5 1998
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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