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Synlett 2002(2): 0322-0324
DOI: 10.1055/s-2002-19763
LETTER
© Georg Thieme Verlag Stuttgart · New York

A New and Efficient Synthesis of Substituted 2-Hydroxymethyl-2-methyl-2H-chromenes

J. Y. Goujon, F. Zammattio*, S. Pagnoncelli, Y. Boursereau, B. Kirschleger
Laboratoire de Synthèse Organique, CNRS UMR 6513, Faculté des Sciences et des Techniques, 2 rue de la Houssinière, 44072 Nantes cédex 03, France.
Fax: +33(251)125402; e-Mail: zammattio@chimie.univ-nantes.fr;
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Publication History

Received 23 October 2001
Publication Date:
02 February 2007 (online)

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Abstract

A new and efficient three step procedure for the synthesis of functionalized 2H-chromenes 1 is described, starting from commercially available salicylaldehydes 2 and 2-methylpropenylmagnesium chloride 3, which involves catalytic acid-mediated intramolecular cyclization of phenolic epoxide 5 as the key step.

Key words

2H-chromenes - chromenemethanols - 2,2-disubstituted 2H-chromenes - 2-hydroxymethyl-2-methyl-2H-chromenes - 2H-1-benzopyran

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