Ytterbium triflate catalyzed synthesis of chlorinated lactones

✍ Scribed by Salvatore Genovese; Francesco Epifano; Caroline Pelucchini; Antonio Procopio; Massimo Curini

• Book ID: 104098305
• Publisher: Elsevier Science
• Year: 2010
• Tongue: French
• Weight: 371 KB
• Volume: 51
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2010.09.015

✦ Synopsis

The direct synthesis of chlorolactones from differently substituted alkenoic acids, using either sodium hypochlorite or chloramine T as the source of electrophilic chlorine and ytterbium triflate hydrate as the Lewis acid is described. In both cases the reactions proceeded in good yields affording selectively fiveor six-membered chlorolactones.