Synthesis 2008(9): 1325-1341  
DOI: 10.1055/s-2008-1067031
REVIEW
© Georg Thieme Verlag Stuttgart · New York

Osmium and Palladium: Complementary Metals in Alkene Activation and Oxidation

Steven D. R. Christie*, Adam D. Warrington
Department of Chemistry, Loughborough University, Loughborough, LE11 3TU, UK
Fax: +44(1509)223925; e-Mail: s.d.christie@lboro.ac.uk;
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Publikationsverlauf

Received 5 December 2007
Publikationsdatum:
16. April 2008 (online)

Abstract

The activation and oxidation of alkenes using either osmium or palladium catalysis are compared. Osmium has been the metal of choice for dihydroxylation and aminohydroxylation of alkenes; however, palladium can now achieve comparable reactions and in some circumstances is more readily accepted than osmium.

1 Osmium

1.1 Dihydroxylations

1.1.1 Asymmetric Dihydroxylation

1.2 Aminohydroxylations

1.2.1 Catalytic Aminohydroxylation

1.2.2 Asymmetric Aminohydroxylation

1.3 Diamination

1.4 Oxidative Cyclisations of 1,5-Dienes

2 Palladium

2.1 Palladium(II)

2.1.1 Intermolecular Reactions

2.1.1.1 Oxygen Nucleophiles

2.1.1.2 Nitrogen Nucleophiles

2.1.2 Intramolecular Reactions

2.1.2.1 Oxygen Nucleophiles

2.1.2.2 Nitrogen Nucleophiles

3 Conclusion