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Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 120-92-3 cyclopentanone 
• 19980-43-9 1-(trimethylsilyloxy)cyclopentene 

Relevant academic research and scientific papers

Acyclic amino acids catalyzed direct asymmetric aldol reactions in aqueous media assisted by 2,4-dinitrophenol

The catalytic capabilities of acyclic amino acids for the direct asymmetric aldol reactions assisted by 2,4-dinitrophenol in aqueous media were investigated. Several acyclic amino acids catalyzed asymmetric aldol reactions with excellent stereoselectivity, and afforded the corresponding β-hydroxy ketones in high yields and up to 99% ee. Our result suggested that the L-isoleucine was the most effective one. Springer Science+Business Media, LLC 2010.

Nanocellulose enriches enantiomers in asymmetric aldol reactions

Cellulose nanofibers obtained from wood pulp by TEMPO-mediated oxidation acted as a chiral enhancer in direct aldol reactions of 4-nitrobenzaldehyde and cyclopentanone with (S)-proline as an organocatalyst. Surprisingly, catalytically inactive TEMPO-oxidi

Chiral Br?nsted Acid as a True Catalyst: Asymmetric Mukaiyama Aldol and Hosomi-Sakurai Allylation Reactions

Highly diastereo- and enantioselective Mukaiyama aldol reaction catalyzed by a new chiral Br?nsted acid, N-(perfluorooctanesulfonyl)thiophosphoramide, is described. The perfluorooctyl substituent on the sulfonyl group of the catalyst plays an essential role in the stereoselection. The catalyst also allows the asymmetric Hosomi-Sakurai allylation, which has been considerably challenging due to the low reactivity of allylsilanes. 29Si and 31P NMR monitoring reveals the characteristic feature of the thiophosphoramide catalyst, acting as a strong Br?nsted acid even in the presence of excess silyl nucleophiles, which cannot be found in other related phosphoric acid analogues.

Direct asymmetric aldol reactions catalysed by trans-4-hydroxy-(S)-prolinamide in solvent-free conditions

Direct asymmetric aldol reactions between 4-nitrobenzaldehyde and cyclohexanone were catalysed by trans-4-hydroxy-(S)-prolinamide (10 mol %) in the presence of CH3COOH (10 mol %) as the co-catalyst under solvent-free conditions at 15 °C. (2S,4R)-4-Hydroxy-N-((S)-1-phenylethyl)pyrrolidine-2-carboxamide 2 efficiently catalysed the asymmetric aldol reaction to afford the product in >99% yield and with 95% ee with an anti/syn ratio of 88:12 after 18 h. The additional trans-hydroxyl group on (S)-prolinamide and (S)-1-phenylethylamine both influenced the ee of the predominant anti aldol product. Different benzaldehyde derivatives with cyclohexanone gave the corresponding aldol products in 38-89% yields and with 56-94% ee with anti/syn (100:0-71:29). Catalyst 2 can be used up to 5 continuous cycles for asymmetric aldol reactions between 4-nitrobenzaldehyde and cyclohexanone with overall 91% yield and 86% yield of anti-product with anti/syn (98:2).

Copolymer-supported heterogeneous organocatalyst for asymmetric aldol addition in aqueous medium

In the current study, a convenient and simple way is presented to synthesize a novel type of supported heterogeneous organocatalyst in 21-81% yield by the copolymerization of 9-amino-9-deoxy-epi-cinchonine organocatalyst with acrylonitrile using AIBN as r

Simple and inexpensive threonine-based organocatalysts as highly active and recoverable catalysts for large-scale asymmetric direct stoichiometric aldol reactions on water

Nine O-acylated threonines were screened as catalysts at loadings of 0.5-5 mol % for the direct asymmetric stoichiometric aldol reaction on water by using variable amounts of water. These threonine-based organocatalyst were simple, inexpensive, highly act

New simple and recyclable O-acylation serine derivatives as highly enantioselective catalysts for the large-scale asymmetric direct aldol reactions in the presence of water

New classes of O-acylation serine derived organocatalysts have been synthesized one-step by rational combination of serine with acyl chlorides at room temperature in trifluoroacetic acid. No protecting groups or chromatographic techniques are involved in

Proline-based dipeptides as efficient organocatalysts for asymmetric aldol reactions in brine

Simple N-proline-based dipeptides with two N-H groups in combination with 2,4-dinitrophenol (DNP) catalyze the direct asymmetric aldol reactions of aldehydes with a broad range of ketones to furnish the corresponding aldol products in high yields (up to 9

Highly efficient primary amine organocatalysts for the direct asymmetric aldol reaction in brine

Organocatalytic systems made up of six primary amine organocatalysts, derived from natural primary amino acids, in combination with 2,4-dinitrophenol (DNP) have proven to be efficient in the presence of brine without further addition of organic solvents. The system formed by 1f and DNP was the most efficient one; it can catalyze the direct aldol reaction with a broad range of ketones and aromatic aldehydes, giving the corresponding aldol products in high yields with up to nearly perfect diastereo- and enantioselectivities (up to 99/1 syn/anti, >99% ee).