Synthesis 2004(4): 634-638  
DOI: 10.1055/s-2003-44373
PSP
© Georg Thieme Verlag Stuttgart · New York

Cobalt(I)-Catalyzed Diels-Alder, 1,4-Hydrovinylation and 1,4-Hydrosilyl­ation Reactions of Non-Activated Starting Materials on a Large Scale

Gerhard Hilt*, Steffen Lüers, Frank Schmidt
Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Straße, 35043 Marburg, Germany
Fax: +49(6421)2825677; e-Mail: [email protected];
Further Information

Publication History

Received 9 October 2003
Publication Date:
09 December 2003 (online)

Abstract

The transformation of non-activated starting materials with a readily accessible and easy to handle catalyst system under ambient reaction conditions is of great value for the chemo- and regioselective generation of interesting building blocks in organic synthesis. Therefore, we present the large-scale application for the cobalt-catalyzed 1,4-hydrovinylation of 1,3-dienes with terminal alkenes (Scheme [1] ), the cobalt-catalyzed Diels-Alder reactions of various non-activated alkynes with 1,3-dienes and the cobalt-catalyzed 1,4-hydrosilylation of isoprene.

    References

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11

Very recently we identified a nitrogen containing functional group (phthalimide) which allows the cobalt-catalysed cycloaddition with 1,3-dienes with our catalyst system.