Retro‐Claisen Condensation with Fe<sup>III</sup> as Catalyst under Solvent‐Free Conditions

Chitturi Bhujanga Rao, Dasireddi Chandra Rao, Dokuburra Chanti Babu, Y. Venkateswarlu

European Journal of Organic Chemistry · 2010 · 49 citations · 43 references

Concepts

Abstract

Abstract 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.

References

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