Novel Palladium Catalytic Systems for Organic Transformations

Takahiro Nishimura; Sakae Uemura

doi:10.1055/s-2004-815412

ACCOUNT

Novel Palladium Catalytic Systems for Organic Transformations

Takahiro Nishimura, Sakae Uemura*
Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan
e-Mail: uemura@scl.kyoto-u.ac.jp;

Abstract

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Abstract

This article summarizes the results of our recent studies on palladium catalytic systems for the oxidation of alcohols and alkenes using molecular oxygen or air together with several successful attempts to make the system recyclable from the viewpoint of ‘green and sustainable chemistry’. In addition, palladium-catalyzed novel organic transformations of tert-alcohols (mainly cyclobutanols) and cyclobutanone oximes are also presented, where β-carbon elimination involving C-C bond cleavage is a key step, together with some of their asymmetric versions.

1 Introduction
2 Palladium(II)-Catalyzed Oxidation of Alcohols to Aldehydes and Ketones Using Molecular Oxygen
3 Pd(II)-Hydrotalcite-Catalyzed Selective Oxidation of Alcohols Using Molecular Oxygen or Air
4 Palladium(II)-Catalyzed Oxidation of Alcohols under an Oxygen Atmosphere in Fluorous Biphase System (FBS)
5 Palladium(II)-Catalyzed Oxidation of Terminal Alkenes to Methyl Ketones Using Molecular Oxygen
6 Palladium(II)-Catalyzed Oxidative Transformation of tert-Cyclobutanols via β-Carbon Elimination under an Oxygen Atmosphere
7 Palladium(II)-Catalyzed Oxidative Alkynylation of Alkenes via C-C Bond Cleavage under an Oxygen Atmosphere
8 Palladium(0)-Catalyzed Ring Cleavage of Cyclobutanone Oximes Leading to Nitriles via β-Carbon Elimination
9 Palladium-Catalyzed Arylation of tert-Cyclobutanols with Aryl Bromides via C-C Bond Cleavage
10 Palladium-Catalyzed Asymmetric Arylation, Vinylation, and Allenylation of tert-Cyclobutanols via Enantioselective C-C Bond Cleavage
11 Palladium-Catalyzed Kinetic Resolution of tert-Cyclobutanols with Aryl Bromides via C-C Bond Cleavage
12 Palladium-Catalyzed Oxidative Alkynylation of Alkenes via C-C bond Cleavage under an Oxygen Atmosphere
13 Conclusion

Key words

oxidation - alcohol - palladium - C-C bond cleavage - asymmetric synthesis

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Referenzen

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