159383-84-3Relevant academic research and scientific papers
A short route to a Mosher's acid precursor via catalytic asymmetric dihydroxylation (AD)
Bennani,Vanhessche,Sharpless
, p. 1473 - 1476 (1994)
α-Methoxy-α-(trifluoromethyl)phenyl acetic acid (MTPA) is a valuable derivatizing agent for enantiomeric excess determination of alcohols and amines. A short synthesis of a precursor to this compound, based on the asymmetric dihydroxylation (AD) reaction
Enantiopure quaternary α-trifluoromethyl-α-alkoxyaldehydes from L-tartaric acid derived ketoamides
Nonnenmacher, Jean,Massicot, Fabien,Grellepois, Fabienne,Portella, Charles
, p. 7990 - 7995 (2008/12/22)
(Chemical Equation Presented) The diastereoselective nucleophilic trifluoromethylation of a range of ketoamides derived from L-tartaric acid has been studied. TMSCF3 in the presence of a catalytic amount of K 2CO3 in DMF has been identified as the conditions leading to the highest diastereoselectivities. A sequential one-pot reaction trifluoromethylation-etherification of the trifluoromethylcarbinol has been developed. Only one further one-pot reaction, ketal hydrolysis-oxidative cleavage, led to the final α-trifluoromethylated α-alkoxy-aldehydes. This procedure was applied to the preparation of a series of enantiopure aryl, heteroaryl, and alkyl α-trifluoromethyl-α-alkoxyaldehydes.
Enantioselective synthesis of arylmethoxyacetic acid derivatives
Moreno-Dorado, F. Javier,Guerra, Francisco M.,Ortega, Maria J.,Zubia, Eva,Massanet, Guillermo M.
, p. 503 - 510 (2007/10/03)
The preparation of several arylmethoxyacetic acids by a sequence of asymmetric dihydroxylation and further oxidation of the resulting glycol with TEMPO/NaClO/NaClO2 is described. The scope and limitations of the reaction are discussed.
