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Synthesis 2008(9): 1325-1341
DOI: 10.1055/s-2008-1067031
DOI: 10.1055/s-2008-1067031
REVIEW
© Georg Thieme Verlag Stuttgart · New York
Osmium and Palladium: Complementary Metals in Alkene Activation and Oxidation
Further Information
Received
5 December 2007
Publication Date:
16 April 2008 (online)
Publication History
Publication Date:
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
Key words
osmium - palladium - cyclisations - oxidations - chemoselectivity
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