62056-92-2Relevant academic research and scientific papers
Two-fold amino acid-based chiral aminophosphine-oxazolines and use in asymmetric allylic alkylation
Blanc, Catherine,Hannedouche, Jér?me,Agbossou-Niedercorn, Francine
, p. 6469 - 6473 (2016/01/26)
Chiral aminophosphine-oxazoline ligands derived from two different amino acids (tetrahydroisoquinoline carboxylic acid and proline) have been synthesized and examined as chiral auxiliaries in asymmetric allylic alkylation of three substrates. Stereoisomers 1a and 2a are providing the highest enantioselectivities (up to 94% ee) in the allylation of diphenylpropenyl acetate.
Phosphinamides: A New Class of Amino Protecting Groups in Peptide Synthesis
Ramage, Robert,Hopton, David,Parrott, Maxwell J.,Kenner, George W.,Moore, Geoffrey A.
, p. 1357 - 1370 (2007/10/02)
Nα-Diphenylphosphinyl protected α-amino acids have been prepared from the corresponding methyl or benzyl esters using diphenylphosphinic chloride-N-methylmorpholine followed by mild alkaline hydrolysis or catalytic hydrogenolysis, respectively.The suitability of these derivatives for use in amide bond forming reactions and their stability during the customary manipulations of peptide synthesis have been exhaustively examined.Acid-catalysed removal of the diphenylphosphinyl group has also been studied, with the aid of 32.4 MHz 32P n.m.r. spectroscopy, and compatability of cleavage with tryptophan and methionine residues - in the absence of scavengers - has been demonstrated by the synthesis of the partially protected C-terminal tetrapeptide of gastrin, Cl(1-)H2(1+)Trp-Met-Asp(Ot-Bu)-PheNH2.
