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Gaining Absolute Control of the Regiochemistry in the Cobalt-Catalyzed 1,4-Hydrovinylation Reaction

Marion Arndt, Mehmet Dindaroğlu, Hans-Günther Schmalz and Gerhard Hilt*

*Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Str., 35043 Marburg, Germany, Email: hiltchemie.uni-marburg.de

M. Arndt, M. Dindaroğlu, H.-G. Schmalz, G. Hilt, Org. Lett., 2011, 13, 6184-6187.

DOI: 10.1021/ol202696n (free Supporting Information)



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Abstract

In cobalt-catalyzed 1,4-hydrovinylation, dppe/dppp ligands led to the formation of the branched product, whereas the SchmalzPhos ligand generates the corresponding linear product in both excellent yields and regioselectivities. The catalyst exhibits a high tolerance toward functional groups, and the very mild reaction conditions allow the synthesis of 1,4-dienes without isomerization into conjugated systems.

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Cobalt(I)-catalyzed 1,4-Hydrovinylation Reactions of 1,3-Dienes with Functionalized Terminal Alkenes under Mild Conditions

G. Hilt, S. Lüers, Synthesis, 2002, 609-618.


Key Words

1,4-Dienes


ID: J54-Y2011-3470