title: Development of an iron(II)-catalyzed aerobic catechol cleavage and biomimetic synthesis of betanidin.
abstract: An aerobic iron(II)-catalyzed cleavage of catechols was developed. This reaction allows for the preparation of 2-methoxy-2 H-pyrans that can be employed as versatile building blocks for synthesis. The utility of this biomimetic oxidative cleavage is featured in the synthesis of betanidin, a natural colorant with antioxidant properties.
authors: Department of Chemistry, Ludwig-Maximilians University Munich and Center for Integrated Protein Science, Butenandstrasse 5-13, 81377 Munich (Germany), Fax: (+49) 89-2180-77972.
authors: Nicolas
authors: N
authors: Guimond
authors: Peter
authors: P
authors: Mayer
authors: Dirk
authors: D
authors: Trauner
mesh_terms: D000332:Aerobiosis; D050859:Betacyanins / Q000138:chemical synthesis* / Q000737:chemistry; D040761:Biomimetic Materials / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D005296:Ferrous Compounds / Q000737:chemistry*; D055772:Green Chemistry Technology; D007980:Levodopa / Q000737:chemistry; D010084:Oxidation-Reduction; D011714:Pyrans / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D050859:Betacyanins; D005296:Ferrous Compounds; D011714:Pyrans; D007980:Levodopa
keywords: aerobic oxidation; betalain; biomimetic synthesis; green chemistry; iron