Organosilatrane building blocks

Bradley J. Brennan, Devens Gust, Gary W. Brudvig

Research output: Contribution to journalArticlepeer-review

28 Scopus citations

Abstract

Phenylsilatrane analogues containing reactive amino, bromo, boronic ester, and alkynyl functional groups for coupling reactions have been prepared. Pinacol boronic ester and ethynyl analogues were synthesized from 4- bromophenylsilatrane by palladium catalyzed reactions. The silatrane functional group was shown to be stable during the palladium catalysis procedures and silica-gel purification, making the molecules amenable to further synthetic manipulation. The described phenylsilatranes are useful building blocks for forming more complex organosilatrane species.

Original languageEnglish (US)
Pages (from-to)1062-1064
Number of pages3
JournalTetrahedron Letters
Volume55
Issue number5
DOIs
StatePublished - Jan 29 2014

Keywords

  • Alkyne
  • Amino
  • Boronic ester
  • Cross-coupling
  • Silatrane

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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