4.7 Article

Base-catalyzed condensation of 2-hydroxybenzaldehydes with α,β-unsaturated aldehydes -: Scope and limitations

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 347, Issue 4, Pages 555-562

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200404239

Keywords

gamma-aldol reaction; enols; enones; nucleophilic addition; oxygen heterocycles

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The base-catalyzed condensation of alpha,beta-unsaturated carbonyl compounds with 2-hydroxybenzaldehydes yielding tetrahydroxanthones and dihydrobenzopyrans has been investigated. A novel access to highly functionalized dihydrobenzopyrans via a mild generation of the dienol of senecialdehyde and subsequent conjugated aldol reaction has been reported.

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