76821-62-0Relevant articles and documents
Selective microwave-accelerated synthesis and polymerization of chiral methacrylamide directly from methacrylic acid and (R)-1-phenyl-ethylamine
Iannelli, Mauro,Alupei, Valentina,Ritter, Helmut
, p. 1509 - 1515 (2005)
The chiral (R)-N-(1-phenyl-ethyl)-methacrylamide was synthesized directly from methacrylic acid and (R)-1-phenyl-ethylamine through microwave irradiation in a solvent-free medium. Kinetic comparison between reactions carried out either under microwaves (MW) or conventional thermal heating evidenced the higher selectivity of the MW accelerated reaction. Under the MW applied conditions, the desired amidation is clearly preferred to the Michael side-reactions. The addition of a radical initiator to the starting mixture leads, in one step, to the formation of an optically active polymer containing both methacrylamide and imide moieties.
Derecemization par protonation enantioselective. Application a un α-aminoacide, la phenylglycine
Duhamel, Lucette,Plaquevent, Jean-Christophe
, p. 75 - 83 (2007/10/02)
This work describes the application of deracemization by enantioselective protonation to α-aminoacid derivatives.Esters of phenylglycine are readly converted into Schiff bases.Melanation of the latter by a lithium amide, followed by protonation by a chiral acid, leads to the optically active starting materials (e.e. as high as 70percent).Chiral acids can easily be retrieved after protonation with excellent yields and conservation of enantiomeric purity.A mechanism responsible for the asymmetric induction is suggested by means of a study of the parameters modifying the selectivity, such as the nature of protecting groups, chiral acid, and lithium amide.
