Lactone Synthesis Based on Atom Transfer Carbonylation

Lactone Synthesis Based on Atom Transfer Carbonylation

Five- to seven-membered lactones were prepared from ω-hydroxyalkyl iodides and CO by atom transfer carbonylation without the need for transition metal catalysts. The reaction proceeds via a hybrid radical/ionic mechanism in which the intramolecular alcoholysis of an ω-hydroxyacyl iodide, arising fro...

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Veröffentlicht in:Organic letters 2000-02, Vol.2 (3), p.389-391
Hauptverfasser: Kreimerman, Sergio, Ryu, Ilhyong, Minakata, Satoshi, Komatsu, Mitsuo
Format: Artikel
Sprache:eng
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Zusammenfassung:Five- to seven-membered lactones were prepared from ω-hydroxyalkyl iodides and CO by atom transfer carbonylation without the need for transition metal catalysts. The reaction proceeds via a hybrid radical/ionic mechanism in which the intramolecular alcoholysis of an ω-hydroxyacyl iodide, arising from atom transfer carbonylation, leads to the lactone.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol9913441