New approach for the construction of the coumarin frame and application in the total synthesis of natural products

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Abstract

A new synthetic approach is described for building the coumarin scaffold through the Lewis acid-promoted cyclization of novel aryl 3-(dimethylamino)prop- 2-enoates 2a - 2f. The latter precursors were prepared via aminomethylenation of the corresponding aryl acetates 4a - 4f with the Bredereck reagent. This approach was used for the synthesis of biologically active natural compounds 1a - 1f, through a three-step procedure starting from the corresponding phenols.

Original languageEnglish
Pages (from-to)185-198
Number of pages14
JournalHelvetica Chimica Acta
Volume94
Issue number2
DOIs
StatePublished - Feb 2011

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