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

Author(s): Alessandra Lattanzi.

Journal Name: Current Organic Synthesis

Volume 5 , Issue 2 , 2008

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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

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Article Details

VOLUME: 5
ISSUE: 2
Year: 2008
Page: [117 - 133]
Pages: 17
DOI: 10.2174/157017908784221594
Price: $58

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