157556-88-2

Upstream product

• 58-72-0 Triphenylethylene 
• 108998-83-0 (S)-1,1,2-triphenyl-1,2-ethanediol 
• 108-86-1 bromobenzene 
• 13704-09-1 (S)-(-)-ethyl mandelate 
• 1029690-06-9 (3S)-2,2-diphenyl-3-[(S)-2-(p-toluenesulfinyl)phenyl]oxirane 

Downstream Products

• 213995-12-1 (R)-2-(piperidin-1-yl)-1,1,2-triphenylethanol 
• 229326-81-2 (S)-2-azido-1,2,2-triphenylethanol 
• 620120-36-7 (R)-1,1,2-triphenyl-2-(piperazin-1-yl)ethanol 
• 220088-97-1 (S)-2-amino-1,2,2-triphenylethanol 
• 305831-53-2 (R)-2-(pyrrolidin-1-yl)-1,1,2-triphenylethanol 
• 1039623-39-6 (R)-2-(azepan-1-yl)-1,1,2-triphenylethanol 
• 1039623-41-0 (R)-2-(3,3-dimethylpiperidin-1-yl)-1,1,2-triphenylethanol 
• 1039623-40-9 (R)-2-(azocan-1-yl)-1,1,2-triphenylethanol 

Relevant academic research and scientific papers

2-Substituted-2,4-endo-dimethyl-8-oxabicyclo[3.2.1] octan-3-ones as catalysts for the asymmetric epoxidation of some alkenes with Oxone

A range of 2-substituted-2,4-endo-dimethyl-8-oxabicyclo[3.2.1]octan-3-ones was studied for its use as a catalyst for the asymmetric epoxidation of some alkenes with oxone. Initial epoxidation reactions were conducted on trans-β-methylstyrene and trans-sti

Asymmetric Epoxidation of Unfunctionalized Olefins Using Novel Chiral Dihydroisoquinolinium Salts as Organocatalysts

Abstract: Two new non-racemic chiral dihydroisoquinolinium salts with N-substituents bulkier than a methyl group have been synthesized from (1S,2R)-norephedrine. These salts were used to catalyze asymmetric epoxidation of a series of prochiral olefins. One of the two new catalysts provided higher enantioselectivities (up to 66% ee) than the reference salt containing an N-methyl substituent.

Unprecedented Asymmetric Epoxidation of Isolated Carbon–Carbon Double Bonds by a Chiral Fluorous Fe(III) Salen Complex: Exploiting Fluorophilic Effect for Catalyst Design

The first asymmetric epoxidation of isolated carbon–carbon double bonds by a chiral salen complex using ubiquitous Fe(III) as a center-metal is described. By simultaneously introducing fluorous tags and tert-butyl groups into the ligand of the salen compl

IRON-SALEN COMPLEX AND METHOD FOR PRODUCING OPTICALLY ACTIVE EPOXIDE USING THE SAME

PROBLEM TO BE SOLVED: To produce optically active epoxide from olefin using a novel iron-salen complex. SOLUTION: There is provided a novel iron-salen complex represented by the following formula (in the formula, R1 each independently represent

New biphenyl iminium salt catalysts for highly enantioselective asymmetric epoxidation: Role of additional substitution and dihedral angle

New biaryl iminium salt catalysts for enantioselective alkene epoxidation containing additional substitution in the heterocyclic ring are reported. The effects upon conformation and enantioselectivity of this additional substitution, and the influence of dihedral angle in these systems, has been investigated using a synthetic approach supported by density functional theory. Enantioselectivities of up to 97% ee were observed.

Atropo- and Diastereoselective Construction of Tetracyclic Biphenylazepinium Salts Derived from Aminoalcohols: Use as Catalysts in Enantioselective Asymmetric Epoxidation

A range of new biphenylazepinium salt organocatalysts effective for asymmetric epoxidation has been developed incorporating an additional substituted oxazolidine ring, and providing improved enantiocontrol in alkene epoxidation over the parent structure. Starting from enantiomerically pure aminoalcohols, tetracyclic iminium salts were obtained as single diastereoisomers through an atroposelective oxazolidine formation.

Carbohydrate-derived iminium salt organocatalysts for the asymmetric epoxidation of alkenes

A new family of carbohydrate-based dihydroisoquinolinium salts has been prepared and tested for potential as asymmetric catalysts for the epoxidation of unfunctionalized alkene substrates, providing up to 57% ee in the product epoxides.

3- and 4-uloses derived from N-acetyl- D -glucosamine: A unique pair of complementary organocatalysts for asymmetric epoxidation of alkenes

The 4-ulose and the 3-ulose, both derived in two steps from the α-methyl glycoside of N-acetyl-D-glucosamine (GlcNAc), act as organocatalysts in the asymmetric epoxidation of alkenes, with unprecedented complementary enantioselectivity. The best results are found with α,β-unsaturated esters as substrates, with enantiomeric ratios up to 90:10 and 11:89, respectively. Copyright

Asymmetric epoxidation using iminium salt organocatalysts featuring dynamically controlled atropoisomerism

Introduction of a pseudoaxial substituent at a stereogenic center adjacent to the nitrogen atom in binaphthyl- and biphenyl-derived azepinium salt organocatalysts affords improved enantioselectivities and yields in the epoxidation of unfunctionalized alkenes. In the biphenyl-derived catalysts, the atropoisomerism at the biphenyl axis is controlled by the interaction of this substituent with the chiral substituent at nitrogen.

Synthesis of new carbohydrate-derived ketones as organocatalysts in the enantioselective epoxidation of arylalkenes. Part 2: Chiral ketones from sugars

A range of new, somewhat complex, stereochemically varied, and structurally related carbohydrate-derived ketones were synthesised by a simple method from the carbohydrate precursor (d-gluco and d-galacto derivatives). The common skeleton possesses the keto function sited on a seven-membered ring fused to positions 2 and 3 of the sugar moiety. Their chirality transfer capability in the dioxirane-mediated epoxidation of arylalkenes was evaluated. Copyright