Enantioselective synthesis of (2S,3S)- and (2R,3R)-pyrrolidine-2,3-dicarboxylic acids: Conformationally constrained (S)- and (R)-aspartic acid analogues
The title compounds were prepared from the key intermediate 2 and its enantiomer at C2, derived from chiral synthons 1-(R) and 1- (S), respectively, by ethoxycarbonylation, desulfonylation and conversion to carboxylic acid.
Andre Sasaki,Pauly, Regine,Fontaine, Catherine,Chiaroni, Angele,Riche, Claude,Potier, Pierre
A Versatile Method for the Synthesis of (S)- or (R)-Cycloalkylglycines, (S)- or (R)-N-Heterocyclic and α,β-Unsaturated N-Heterocyclic α-Amino Acids
Two different types of cyclic α-amino acids, cycloalkylglycines and N-heterocyclic α-amino acids, were prepared in optically pure form from the same chiral synthon 1-(R) (or 1-(S)) simply by altering the quantity or type of base required for anion formation.Elaboration of the heterocyclic intermediate 3 provided α,β-unsaturated N-heterocyclic α-amino acids.
Pauly, Regine,Sasaki, N. Andre,Potier, Pierre
p. 237 - 240
(2007/10/02)
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