Synlett 1991; 1991(7): 487-488
DOI: 10.1055/s-1991-20771
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A Very Easy and Stereoselective Synthesis of 6-Chloro-4-morpholino-3,4-dihydro-2H-thiopyrans and 6-Chloro-2,3-dihydro-4H-thiopyran-4-ones

José Barluenga* , Fernando Aznar, Carlos Valdés
  • *Departamento de Química Organometálica, Universidad de Oviedo, E-33071 Oviedo, Spain
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Publication History

Publication Date:
07 March 2002 (online)

[4+2] Cycloaddition reaction of 2-morpholino-1,3-butadienes with thiophosgene gives rise to immonium salts 2. Reduction or aqueous hydrolysis of compounds 2 affords 6-chloro-4-morpholino-3,4-dihydro-2H-thiopyrans or 6-chloro-2,3-dihydro-4H-thiopyran-4-ones, respectively.