Synthesis of 2,3-Disubstituted 5,6,7,8-Tetrahydronaphthyls and Related Structures via Diels-Alder Reaction

Theo Schotten; Frank Janowski; Angelika Schmidt; Kirsten Hinrichsen; Jochen Ammenn

doi:10.1055/s-2003-41449

PAPER

Synthesis of 2,3-Disubstituted 5,6,7,8-Tetrahydronaphthyls and Related Structures via Diels-Alder Reaction

Theo Schotten, Frank Janowski, Angelika Schmidt, Kirsten Hinrichsen, Jochen Ammenn*
Lilly Research Laboratories, Essener Strasse 93, 22419 Hamburg, Germany
e-Mail: AMMENN_JOCHEN@Lilly.com;

Abstract

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Abstract

A variety of 2,3-disubstituted 5,6,7,8-tetrahydronaphthyl analogues have been synthesized via vinylation of cyclic ketones, subsequent lactonisation and thermally induced, inverse electron demand hetero Diels-Alder reaction. The diversity of the obtained products derives from the multiplicity of cyclic ketones and from the variety of dienophiles of the Diels-Alder reaction.

Key words

condensation - ketones - lactones - bicyclic compounds - Diels-Alder reaction

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References

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