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 language | English |
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Journal | Tetrahedron Letters |
Volume | 50 |
Issue number | 6 |
Pages (from-to) | 693-695 |
ISSN | 0040-4039 |
DOIs | |
Publication status | Published - 2009 |
Keywords
- Macrocyclization
- Reductive amination
- Cyclic esters