Rapid synthesis of macrocycles from diol precursors

Magnus Wingstrand, Charlotte Marie Madsen, Mads Hartvig Clausen

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

A method for the formation of synthetic macrocycles with different ring sizes from diols is presented. Reacting a simple diol precursor with electrophilic reagents leads to a cyclic carbonate, sulfite or phosphate in a single step in 25-60% yield. Converting the cyclization precursor to a bis-electrophilic iodide or aldehyde enables preparation of a cyclic sulfide and amine, respectively, the latter using a double reductive amination to induce ring closure.
Original languageEnglish
JournalTetrahedron Letters
Volume50
Issue number6
Pages (from-to)693-695
ISSN0040-4039
DOIs
Publication statusPublished - 2009

Keywords

  • Macrocyclization
  • Reductive amination
  • Cyclic esters

Fingerprint Dive into the research topics of 'Rapid synthesis of macrocycles from diol precursors'. Together they form a unique fingerprint.

Cite this