Synthesis of 2-substituted chromenes via ring-closing metathesis and stable 1-benzopyrylium ions

2-Substituted chromenes were obtained via combination of ring-closing metathesis of allylic acetals to the corresponding cyclic acetals, followed by Lewis acid-mediated functionalization of the resulting stable 1-benzopyrylium ion with suitable nucleophiles.

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Bibliographic Details
Published inTetrahedron letters Vol. 41; no. 31; pp. 5979 - 5983
Main Authors Doodeman, Robin, Rutjes, Floris P.J.T., Hiemstra, Henk
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 29.07.2000
Elsevier
Subjects
1-benzopyrylium ions
benzyloxy-1,2-propadiene
Chemistry
Chemistry, Organic
chromenes
Physical Sciences
ring-closing metathesis
Science & Technology
1-benzopyrylium ions
benzyloxy-1,2-propadiene
chromenes
ring-closing metathesis
ROUTE
ENANTIOSELECTIVE SYNTHESIS
OLEFIN METATHESIS
DERIVATIVES
EFFICIENT
CATALYSTS
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Summary:2-Substituted chromenes were obtained via combination of ring-closing metathesis of allylic acetals to the corresponding cyclic acetals, followed by Lewis acid-mediated functionalization of the resulting stable 1-benzopyrylium ion with suitable nucleophiles.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(00)00955-2