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Tetrapropylammonium Perruthenate Catalyzed Glycol Cleavage to Carboxylic (Di)acids

Andrea-Katharina C Schmidt, Christian B W Stark

Org Lett. 2011 Nov 4;13(21):5788-91.

PMID: 21999523

Abstract:

A new method to accomplish glycol cleavage to carboxylic (di)acids in one step using catalytic amounts of tetrapropylammonium perruthenate (TPAP) together with N-methylmorpholine N-Oxide (NMO) as the stoichiometric oxidant is presented. In addition to regenerating the active catalyst, the N-oxide stabilizes intermediary carbonyl hydrates and thereby shifts a crucial equilibrium. The mild oxidation protocol is applicable to a broad range of substrates providing the respective acids, diacids, or keto acids in high yields.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP114615826 Tetrapropylammonium perruthenate Tetrapropylammonium perruthenate 114615-82-6 Price
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