Retro‐Claisen Condensation with Fe III as Catalyst under Solvent‐Free Conditions

Retro‐Claisen Condensation with Fe III as Catalyst under Solvent‐Free Conditions

An iron(III) salt catalyzed retro‐Claisen condensation between an alcohol and a 1,3‐diketone was investigated. The mechanism involves the formation of a metal‐induced six‐membered cyclic transition state and cleavage of the C –C bond. Regioselective esterification and one‐pot conversion of silyl eth...

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Veröffentlicht in:European journal of organic chemistry 2010-05, Vol.2010 (15), p.2855-2859
Hauptverfasser: Rao, Chitturi Bhujanga, Rao, Dasireddi Chandra, Babu, Dokuburra Chanti, Venkateswarlu, Yenamandra
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container_title European journal of organic chemistry
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creator Rao, Chitturi Bhujanga
Rao, Dasireddi Chandra
Babu, Dokuburra Chanti
Venkateswarlu, Yenamandra
description An iron(III) salt catalyzed retro‐Claisen condensation between an alcohol and a 1,3‐diketone was investigated. The mechanism involves the formation of a metal‐induced six‐membered cyclic transition state and cleavage of the C –C bond. Regioselective esterification and one‐pot conversion of silyl ethers into esters with good yields was observed. Simple reaction conditions, high yields, and broad scope of the reaction illustrate the good synthetic utility of this method.
doi_str_mv 10.1002/ejoc.201000140
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title Retro‐Claisen Condensation with Fe III as Catalyst under Solvent‐Free Conditions
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