116046-08-3

Upstream product

• 13344-76-8 (R)-(-)-2-fluorophenylacetaldehyde 
• 20780-54-5 (S)-styrene oxide 
• 122-78-1 phenylacetaldehyde 
• 86525-61-3 (S)-3-Fluoro-3-phenyl-propane-1,2-diol 
• 126308-86-9 (2S,3R)-3-Fluoro-3-phenyl-propane-1,2-diol 
• 126308-84-7 (S)-4-((R)-Fluoro-phenyl-methyl)-2,2-dimethyl-[1,3]dioxolane 
• 98-89-5 Cyclohexanecarboxylic acid 
• 20780-53-4 (R)-Styrene oxide 
• 103-80-0 phenylacetyl chloride 
• 36140-84-8 1-(3,5-dimethyl-1H-pyrazol-1-yl)-2-phenylethan-1-one 
• 103-82-2 phenylacetic acid 

Downstream Products

• 13344-76-8 (S)-(+)-2-fluorophenylacetaldehyde 
• 13344-76-8 (R)-(-)-2-fluorophenylacetaldehyde 

Relevant academic research and scientific papers

Enantioselective organocatalytic α-fluorination of aldehydes

The first direct enantioselective catalytic α-fluorination of aldehydes has been accomplished. The use of enamine catalysis has provided a new organocatalytic strategy for the enantioselective fluorination of aldehydes to generate α-fluoro aldehydes, an i

Paracyclophane-Based Isothiourea-Catalyzed Highly Enantioselective α-Fluorination of Carboxylic Acids

Planar chiral [2.2]paracyclophane-based isothiourea catalysts have been prepared over a few simple steps in high yields. In the presence of these catalysts, highly efficient catalytic enantioselective fluorination of carboxylic acids has been accomplished, providing a broad range of optically active α-fluoroesters in high yield and excellent enantioselectivity.

Enantio- and Site-Selective α-Fluorination of N-Acyl 3,5-Dimethylpyrazoles Catalyzed by Chiral π–CuII Complexes

Catalytic enantioselective α-fluorination reactions of carbonyl compounds are among the most powerful and efficient synthetic methods for constructing optically active α-fluorinated carbonyl compounds. Nevertheless, α-fluorination of α-nonbranched carboxylic acid derivatives is still a big challenge because of relatively high pKa values of their α-hydrogen atoms and difficulty of subsequent synthetic transformation without epimerization. Herein we show that chiral copper(II) complexes of 3-(2-naphthyl)-l-alanine-derived amides are highly effective catalysts for the enantio- and site-selective α-fluorination of N-(α-arylacetyl) and N-(α-alkylacetyl) 3,5-dimethylpyrazoles. The substrate scope of the transformation is very broad (25 examples including a quaternary α-fluorinated α-amino acid derivative). α-Fluorinated products were converted into the corresponding esters, secondary amides, tertiary amides, ketones, and alcohols with almost no epimerization in high yield.

Metal-Free and User-Friendly Regioselective Hydroxyfluorination of Olefins

A simple, user-friendly, metal-free protocol for the regioselective anti-Markovnikov hydrofluorination of olefins using readily available and inexpensive reagents has been developed. This new approach displays a broader scope than previously reported methodologies and has been applied to the late-stage fluorination of a complex molecule, giving rise to a fluorosteroid derivative. The stereochemistry of the process has also been studied in some detail.

Enantioselective alpha-fluorination of aldehydes using chiral organic catalysts

Nonmetallic, chiral organic catalysts are used to catalyze enantioselective fluorination of enolizable aldehydes. Reaction systems composed of an enolizable aldehyde, an electrophilic fluorination reagent, and a nonmetallic chiral catalyst in the form of

Regioselective synthesis of fluorohydrines via SN2-type ring-opening of epoxides with TBABF-KHF2

We found that the ring-opening fluorination of terminal epoxides using TBABF-KHF2 proceeds with high selectivity through the SN2 mechanism. As TBABF-KHF2 is easily obtainable, is stable, and can be used in glassware, it ca

Preparation of Chiral Fluorine Compounds from (2S,3S)-3-Phenylglycidol

Some potentially useful chiral fluorine compounds have been synthesized starting from (2S,3S)-3-phenylglycidol.