Redox Neutral Reactions Wang Chao 2011.3.12. Redox Economy and Redox Neutral Reactions: Angew. Chem. Int. Ed. 2009, 48, 2854 – 2867.

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Presentation transcript:

Redox Neutral Reactions Wang Chao

Redox Economy and Redox Neutral Reactions: Angew. Chem. Int. Ed. 2009, 48, 2854 – 2867

Developed by Noyori; Employed by Takasago in total synthesis of Menthol

Scheidt: J. AM. CHEM. SOC. 2009, 131, 18028–18029

Hydride Shift Reactions: transition metals, lewis acids, organocatalysis Akiyama:J. Am. Chem. Soc. 2011, 133, 2424–2426 Seidel:J. Am. Chem. Soc. 2011, 133, 2100–2103 recent examples:

Borrowing Hydrogen: reduction and oxidation coupled Adv. Synth. Catal. 2007, 349, 1555 – 1575

Breit: J. Am. Chem. Soc. 2011, 133, 2386–2389

Transition metal mediated dehydrogenative activation Chem. Rev. 2010, 110, 681–703

N-Alkylation of Amines by Alcohols: Alkylation of Activated Nucleophiles by Alcohols:

Krische: Angew. Chem. Int. Ed. 2009, 48, 34–46 J. Am. Chem. Soc. 2007, 129, Angew. Chem., Int. Ed. 2008, 47, J. Am. Chem. Soc. 2008, 130, Transfer Hydrogenative C-C Coupling:

Hydroacylation:

Mechanism of activation of alcohol: