Synthesis 2011(6): 972-978  
DOI: 10.1055/s-0030-1258433
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© Georg Thieme Verlag Stuttgart ˙ New York

Cobalt(I) Catalysis in the Diastereoselective Two-Step Synthesis of Tricyclic Systems

Florian Erver, Gerhard Hilt*, Klaus Harms
Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Straße, 35043 Marburg, Germany
Fax: +49(6421)2825677; e-Mail: Hilt@chemie.uni-marburg.de;
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Publication History

Received 27 January 2011
Publication Date:
10 February 2011 (online)

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Abstract

The diastereoselective two-step synthesis of heterotricyclic systems is accomplished by regioselective cobalt-catalysed [4+2]- and [4+2+2]-cycloaddition reactions generating cyclohexa-1,4-diene and cycloocta-1,3,6-triene derivatives, and a hetero-Diels­-Alder reaction. Thus, a set of selected cyclohexadienes and cyclooctatrienes were reacted with cyclic 1,3-diones and formaldehyde in a Knoevenagel-hetero-Diels-Alder multicomponent reaction to produce a variety of tricyclic products.

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