Synthesis of 2,3-Dihydro-6-methylthieno[2,3-c]furan (Kahweofuran), a Coffee Aroma Component, from an Acyclic Precursor

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Elisabetta Brenna, Claudio Fuganti, Stefano Serra and Andrea Dulio


Abstract

Kahweofuran 1, one of the impact flavours of roasted coffee, was obtained from the acyclic unsaturated ester 8, produced in a Stobbe condensation of α-methylcinnamaldehyde with dimethyl succinate, through the key intermediate tetrahydrothiophene 14 and the C-7 derivatives 20 or 24, respectively.


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