425431-85-2Relevant academic research and scientific papers
Asymmetric synthesis of a homochiral differentially protected pseudo-meso bis-β-amino acid scaffold
Bull, Steven D.,Davies, Stephen G.,Smith, Andrew D.
, p. 2941 - 2945 (2001)
A strategy for the asymmetric synthesis of a homochiral differentially protected pseudo-meso bis-β-amino acid scaffold utilising the conjugate addition of homochiral lithium amides and subsequent selective deprotection is demonstrated.
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.
