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Synthesis 1991; 1991(7): 569-570
DOI: 10.1055/s-1991-26518
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A Rapid Synthesis of Substituted 4-Hydroxymethyl-3-Chromene from 2′-Hydroxyacetophenone and Phenyl Vinyl Sulfoxide

G. Solladié* , A. Girardin
  • *Ecole Européene des Hautes Etudes des Industries Chimiques (URA du CNRS 466), 1 Rue Blaise Pascal F-67008 Strasbourg, France
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Publication Date:
29 April 2002 (online)

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A two-step synthesis of 6-alkyl-4-hydroxymethyl-3-chromene (6-alkyl-4-hydroxymethyl-2H-1-benzopyran) from addition of phenyl vinyl sulfoxide carbanion to 5′-alkyl-2′-hydroxyacetophenone is described. Application to the synthesis of 4-methyl-3-chromene (4-methyl-2H-1-benzopyran) and 4,4-dimethylchroman (3,4-dihydro-4,4-dimethyl-2H-1-benzopyran) is also presented.