Parallel synthesis of tandem Ugi/Diels-Alder reaction products on a soluble polymer support directed toward split-pool realization of a small molecule library

Masato Oikawa, Minoru Ikoma, Makoto Sasaki

Research output: Contribution to journalArticlepeer-review

38 Citations (Scopus)

Abstract

A hundred reactions were demonstrated on the soluble MPEG-O-CH 2-platform. The reaction can be also effected on insoluble TentaGel resin using the same linker. A series of parallel reactions were carried out for the tandem Ugi/Diels-Alder reaction on our MPEG-O-CH 2- platform. Ninety-six out of a 100 entries were successful to give complex heterotricycles. The stereoselectivity was found not to be influenced by the building blocks used for amine and carboxylic acid components. An unexpected side pathway was found but was suppressed by employing appropriate reaction conditions. The reaction was also performed on solid phase, by which a larger library is potentially realized by employing the split-pool method.

Original languageEnglish
Pages (from-to)415-418
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number3
DOIs
Publication statusPublished - 2005 Jan 17

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Parallel synthesis of tandem Ugi/Diels-Alder reaction products on a soluble polymer support directed toward split-pool realization of a small molecule library'. Together they form a unique fingerprint.

Cite this