460052-36-2Relevant academic research and scientific papers
Asymmetric reduction of halo-substituted arylalkanones with Rhizopus arrhizus
Salvi, Neeta A.,Chattopadhyay, Subrata
, p. 1992 - 1997 (2008)
The Rhizopus arrhizus-mediated asymmetric reduction of various haloaryl alkanones furnished the respective (S)-carbinols with good to excellent enantioselectivities. It was found that the reaction course was primarily governed by the relative position of the halogen with respect to the carbonyl group, and its size. The relative order of efficacies of the nature of the halogen and their substitution pattern were Br > Cl > F and o- > p- > m-. The ortho-effect was the most predominant factor in the stereochemical outcome of the reaction, which was also confirmed with some non-halo-substituted acetophenones.
Enantiomers of (2R*,3R*)-1-methyl-5-oxo-2-phenyltetrahydro-1H-pyrrolidine-3-carboxylic acid as novel chiral resolving agents
Piwowarczyk, Katarzyna,Zawadzka, Anna,Roszkowski, Piotr,Szawkalo, Joanna,Leniewski, Andrzej,Maurin, Jan K.,Kranz, Darius,Czarnocki, Zbigniew
, p. 309 - 317 (2008/09/19)
A series of (2R*,3R*)-1-methyl-5-oxo-2-aryltetrahydro-1H-pyrrolidine-3-carboxylic acids were prepared and their structures were proven with X-ray crystallography. Racemic acid 5 has been resolved into enantiomers (2S,3S)-5 and (2R,3R)-5 by the formation of diastereomeric salts with brucine 9 and strychnidine 10, respectively. The ability of these enantiomers to serve as chiral discriminating agents was demonstrated by the chromatographic separation of diastereomeric amides and esters. Also, some preliminary results on the enantioselective reduction of prochiral imines with sodium borohydride modified by (2R,3R)-5 were collected.
