20698-90-2

Upstream product

• 21136-32-3 1,1-dibenzyl-2-benzylidenehydrazine 
• 100-52-7 benzaldehyde 
• 67-56-1 methanol 
• 36750-88-6 1-phenyl-3,3,3-trifluoro-1,2-propanedione 
• 186581-53-3 diazomethane 
• 17257-70-4 (R)-α-hydroxy-α-trifluoromethylphenyl acetic acid 

Downstream Products

• 20445-31-2 R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid 
• 111688-22-3 (R)-(-)-α-methoxy-α-trifluoromethylphenylacetyl chloride 

Relevant academic research and scientific papers

Asymmetric 1,2-Perfluoroalkyl Migration: Easy Access to Enantioenriched α-Hydroxy-α-perfluoroalkyl Esters

This study has led to the development of a novel, highly efficient, 1,2-perfluoro-alkyl/-aryl migration process in reactions of hydrate of 1-perfluoro-alkyl/-aryl-1,2-diketones with alcohols, which are promoted by a Zn(II)/bisoxazoline and form α-perfluoro-alkyl/-aryl-substituted α-hydroxy esters. With (-)-8-phenylmenthol as the alcohol, the corresponding menthol esters are generated in high yields with excellent levels of diastereoselectivity. The mechanistic studies show that the benzilic ester-type rearrangement reaction takes place via an unusual 1,2-migration of electron-deficient trifluoromethyl group rather than the phenyl group. The overall process serves as a novel, efficient, and simple approach for the synthesis of highly enantioenriched, biologically relevant α-hydroxy-α-perfluoroalkyl carboxylic acid derivatives.

Enantioselective trifluoromethylation of ketones with (trifluoromethyl) trimethylsilane catalyzed by chiral quaternary ammonium phenoxides#

Chiral quaternary ammonium phenoxides were prepared readily from commercially available cinchona alkaloids and employed as novel useful asymmetric organocatalysts. Among these chiral quaternary ammonium phenoxides, a cin-chonidine-derived phenoxide that p