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Advances in Asymmetric Epoxidation of α,β -Unsaturated Carbonyl Compounds:The Organocatalytic Approach

[ Vol. 5 , Issue. 2 ]

Author(s):

Alessandra Lattanzi   Pages 117 - 133 ( 17 )

Abstract:


The area of asymmetric epoxidation of α,β-unsaturated carbonyl compounds is extensively studied owing to the synthetic importance of enantiomerically enriched epoxides as building blocks and products of pharmaceutical interest. In this review a comprehensive overview of the advances on the enantioselective organocatalytic methodologies for the epoxidation of α,β-unsaturated carbonyl compounds is presented. Dealing with the use of small organic molecules as catalysts, enantioselective organocatalysis is a flourishing new field of asymmetric synthesis to be considered complementary and in some examples alternative to metal complexes/chiral ligands and enzymatic approaches. In this context, new methodologies of enantioselective epoxidation of α,β-unsaturated ketones and aldehydes have been recently elaborated. The noteworthy features of these protocols focus on straightforwardly available, low cost, easy to handle organic catalysts and operational simplicity.

Keywords:

Asymmetric epoxidation, organocatalysis, α,β-unsaturated carbonyl compounds, enantioenriched epoxides

Affiliation:

Dipartimento di Chimica,Universita di Salerno, Via Ponte don Melillo, 84084 Fisciano, Italy.



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