ChemInform Abstract: Allylic Oxofunctionalization of Cyclic Olefins with Homogeneous and Heterogeneous Catalysts

Autor:	Tamas Mallat, Eamonn F. Murphy, Alfons Baiker
Rok vydání:	2010
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Allylic rearrangement Ketone chemistry Cyclohexene Organic chemistry General Medicine Selectivity Heterogeneous catalysis Isomerization Isophorone Catalysis
Zdroj:	ChemInform. 31
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200031281
Popis:	Heterogeneous catalysis and heterogenization of homogeneous catalysts are catch phrases of modern chemistry. Here we attempt to trace the development from homogeneous to heterogeneous catalysis in the allylic oxofunctionalization of cyclic olefins. The utility of this oxidative conversion is highlighted succinctly in the allylic oxidation of isophorone to ketoisophorone, which is a useful intermediate in the synthesis of carotenoids and fragrances. Competitive allylic oxidation and epoxidation are discussed briefly for the structurally simpler cyclohexene. Allylic oxidation of bicyclic α-pinene to verbenone is used as an example to illustrate that upon progressing to more complex cyclic olefins, competitive isomerization and structural rearrangements often result in very poor selectivity to the desired α,β-unsaturated ketone.
Databáze:	OpenAIRE
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