475077-01-1Relevant academic research and scientific papers
Asymmetric synthesis of syn- and anti-α-deuterio-β3- phenylalanine derivatives
Davies, Stephen G.,Foster, Emma M.,McIntosh, Catherine R.,Roberts, Paul M.,Rosser, Timothy E.,Smith, Andrew D.,Thomson, James E.
experimental part, p. 1035 - 1050 (2011/10/04)
The conjugate addition of lithium (S)-N-benzyl-N-(α-methylbenzyl) amide to a range of aryl substituted tert-butyl cinnamate esters followed by reaction of the resultant lithium β-amino enolates with D2O provides access to anti configured α-deut
Asymmetric synthesis of homochiral differentially protected bis-β-amino acid scaffolds
Bull, Steven D,Davies, Stephen G,Roberts, Paul M,Savory, Edward D,Smith, Andrew D
, p. 4629 - 4642 (2007/10/03)
A strategy for the asymmetric synthesis of homochiral [(R,R)- or (S,S)-], or meso-(R,S) bis-β-amino acid scaffolds, formally resulting from the stepwise conjugate addition of two differentially protected homochiral lithium amides to two α,β-unsaturated esters attached to a central arene, is demonstrated. Further manipulation enables the efficient synthesis of orthogonally protected pseudo-meso or pseudo-C2 symmetric scaffolds via selective N-benzyl or N-allyl deprotection, enabling regio-, stereo- and chemoselective functionalisation.
