Synthesis 2003(13): 2027-2032
DOI: 10.1055/s-2003-41449
PAPER
© Georg Thieme Verlag Stuttgart · New York

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;
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Publikationsverlauf

Received 27 March 2003
Publikationsdatum:
10. September 2003 (online)

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.

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