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Journal article

Rapid synthesis of macrocycles from diol precursors

From

Department of Chemistry, Technical University of Denmark1

Organic Chemistry, Department of Chemistry, Technical University of Denmark2

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.

Language: English
Year: 2009
Pages: 693-695
ISSN: 18733581 and 00404039
Types: Journal article
DOI: 10.1016/j.tetlet.2008.11.100
ORCIDs: Clausen, Mads Hartvig

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