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Synthesis 2011(6): 972-978
DOI: 10.1055/s-0030-1258433
DOI: 10.1055/s-0030-1258433
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Cobalt(I) Catalysis in the Diastereoselective Two-Step Synthesis of Tricyclic Systems
Further Information
Publication History
Received
27 January 2011
Publication Date:
10 February 2011 (online)
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.
Key words
alkyne - catalysis - cobalt - cycloaddition - diene - multicomponent reaction - hetero-Diels-Alder reaction