229482-91-1

Upstream product

• 20432-02-4 (E)-4'-nitrochalcone 
• 20432-02-4 1-(4-nitro-phenyl)-3-phenyl-propenone 
• 100-52-7 benzaldehyde 
• 100-19-6 (4-nitrophenyl)ethanone 

Relevant academic research and scientific papers

Non-heme manganese complexes of C1-symmetric N4 ligands: Synthesis, characterization and asymmetric epoxidations of α,β-enones

A series of proline-derived C1-symmetric chiral tetradentate N ligands and their manganese complexes have been synthesized and characterized. Their applications in enantioselective epoxidations of α,β-enones were explored reaching good yields and up to 71% ee at room temperature.

Asymmetric epoxidation of α,β-unsaturated ketones catalyzed by rare-earth metal amides RE[N(SiMe3)2]3with chiral TADDOL ligands

The catalytic asymmetric epoxidation of α,β-unsaturated ketones by tert-butylhydroperoxide (TBHP) has been well established using rare-earth metal amides RE[N(SiMe3)2]3 (RE = La(1), Nd(2), Sm(3), Y(4), Yb(5)) with chiral TADDOL ligands. It was found that

Asymmetric epoxidation of α,β-unsaturated ketones via an amine-thiourea dual activation catalysis

A simple asymmetric epoxidation method is developed to effectively synthesize chiral α-carbonyl epoxides through an amine-thiourea dual activation catalysis. In this method, TBHP, as an oxidant, determined the reaction rate, and the chiral amine-thiourea catalyst effectively controlled the stereoselectivity of the reaction, and KOH promoted deprotonation. 22 examples of α,β-unsaturated ketones with various substituent groups are smoothly converted into α-carbonyl epoxides with moderate to excellent enantiomeric excess.

Asymmetric Epoxidation of Enones Promoted by Dinuclear Magnesium Catalyst

Asymmetric synthesis with cheaper and non-toxic alkaline earth metal catalysts is becoming an important and sustainable alternative to conventional catalytic methodologies mostly relying on precious metals. In spite of some sustainable methods for enantioselective epoxidation of enones, the development of a well-defined and efficient catalyst based on magnesium complexes for these reactions is still a challenging task. In this perspective, we present the application of chiral dinuclear magnesium complexes for asymmetric epoxidation of a broad range of electron-deficient enones. We demonstrate that the in situ generated magnesium-ProPhenol complex affords enantioenriched oxiranes in high yields and with excellent enantioselectivities (up to 99% ee). Our extensive study verifies the literature data in this area and provides a step forward to better understand the factors controlling the oxygenation process. Elaborated catalyst offers mild reaction conditions and a truly wide substrate scope. (Figure presented.).

Chiral calcium-catalyzed asymmetric epoxidation reactions using hydrogen peroxide as the terminal oxidant

Asymmetric epoxidation reactions of chalcone derivatives catalyzed by chiral calcium complexes using hydrogen peroxide were developed. The epoxidation reactions proceeded smoothly to afford the desired products in good yields with good enantioselectivitie

Quest for Efficient Catalysts based on Zinc tert-Butyl Peroxides for Asymmetric Epoxidation of Enones: C2- vs C1-Symmetric Auxiliaries

Zinc tert-butyl peroxide-based catalysts for the asymmetric epoxidation of enones using tert-butyl hydroperoxide as an oxidant have been developed. A comparative study of chiral monoanioninc N,N′-bidentate ligands, C2-symmetric bisoxazolinates and C1-symmetric enaminooxazolinates, revealed excellent performance of C1-symmetric auxiliary ligands on catalytic asymmetric epoxidation of enones (up to 96% yield, 91% ee).

Highly selective multifunctional nanohybrid catalysts for the one-pot synthesis of α,β-epoxy-chalcones

An efficient one-pot heterogeneous process for producing chiral α,β-epoxy-chalcones from the corresponding aldehydes and ketones has been described. The nanohybrid materials based on poly-l-leucine immobilised into rehydrated hydrotalcites did not require any pre-activation and were easily recovered and recycled for four consecutive runs without losing their catalytic efficiency in terms of conversion, total selectivity towards the corresponding epoxy-chalcones and excellent enantioselectivity.

Asymmetric epoxidation of olefins with chiral bioinspired manganese complexes

Image Presented A novel series of chiral tetradentate N4 ligands together with their manganese complexes have been designed and synthesized. With 1 mol % manganese catalyst loading, the enantioselective epoxidation of olefins proceeds with nearly full conversion and enantiomeric excess values of up to 89 % for the first time.

4-Substituted-α,α-diaryl-prolinols improve the enantioselective catalytic epoxidation of α,β-enones

To seek novel metal-free organic catalysts for epoxidation with high stereoselectivity, a series of 4-substituted-α,α-diaryl-prolinols were synthesized in four steps from trans-4-hydroxyl-L-proline. These prolinol derivatives catalyzed the asymmetric epoxidation of α,β-enones to give the corresponding chiral epoxides in good yields and high enantioselectivities under mild reaction conditions. Studies of substituent effects on enantioselectivity revealed that steric bulk and electronic effect promoted higher enantioselectivity, and prolinol 8a was found to be the best catalyst until now.

Diastereo- and enantioselective synthesis of α,β-epoxyketones using aqueous NaOCl in conjunction with dihydrocinchonidine derived phase-transfer catalysis at room temperature. Scope and limitations

In this paper we present studies into the scope and limitations of asymmetric PTC epoxidation of enones and the oxidation-epoxidation of allylic alcohols using aqueous NaOCl in conjunction with a dihydrocinchonidine derived quaternary ammonium salt cataly