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Catalytic Meerwein-Ponndorf-Verley (MPV) and Oppenauer (OPP) Reactions: Remarkable Acceleration of the Hydride Transfer by Powerful Bidentate Aluminum Alkoxides

Takashi Ooi, Tomoya Miura, Yoshifumi Itagaki, Hayato Ichikawa, Keiji Maruoka*

*Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan, Email: maruokakuchem.kyoto-u.ac.jp

T. Ooi, T. Miura, Y. Itagaki, H. Ichikawa, K. Maruoka, Synthesis, 2002, 279-291.

DOI: 10.1055/s-2002-19802


Abstract

Bidentate aluminium alkoxides are highly efficient catalysts for the Meerwein-Ponndorf-Verley (MPV) reduction and the Oppenauer (OPP) oxidation in a truly catalytic manner offering highly chemoselective hydride transfer from a secondary alcohol moiety to the remote carbonyl group. The catalytic system is also applicable to high-speed, catalytic Tishchenko reactions.

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Key Words

Meerwein-Ponndorf-Verley (MPV) reduction, Oppenauer (OPP) oxidation, bidentate aluminum alkoxides, carbonyl compounds, Tishchenko reaction, alcohols


ID: J66-Y2002-1420