131335-55-2Relevant academic research and scientific papers
CONTROL OF ENANTIOSELECTIVITY IN THE FORMATION OF A MODEL ALANINAMIDE FROM A 2-BROMOPROPANAMIDE
D'Angeli, Ferruccio,Marchetti, Paolo,Cavicchioni, Giorgio,Catelani, Giorgio,Nejad, F. Moftakhari Kamrani
, p. 155 - 158 (1990)
Reactions of (R)- or (S)-2-chloro or -bromopropanamides 1,2 and related compounds with benzylamine in the presence of AlCl3, Ag2O, or a lipase (CCL) in an organic solvent, are described.N,N'-Dibenzylalaninamide 6 of either optical activity is obtained from optically active 2 by proper use of Ag2O.
A simple enantioconvergent and chemoenzymatic synthesis of optically active α-substituted amides
Szymanski, Wiktor,Westerbeek, Alja,Janssen, Dick B.,Feringa, Ben L.
, p. 10712 - 10715 (2011/12/05)
Simple and efficient: The combination of an enzymatic, enantioinverting reaction with simple follow-up processes allows the transformation of readily available racemic compounds into versatile chiral α-substituted amides (see picture; Ms=methanesulfonyl).
Enantioselective reactions of 2-bromopropanamides with primary, secondary, and tertiary amines. Synthesis of some alaninamides
D'Angeli,Marchetti,Cavicchioni,Bertolasi,Maran
, p. 1111 - 1121 (2007/10/02)
Enantiomeric 2-bromopropanamides react with primary, secondary, or tertiary aliphatic amines in toluene at room temperature, yielding the corresponding secondary or tertiary amino, or quaternary ammonium amide. If the reacting amines are good nucleophiles
