136030-54-1Relevant articles and documents
Direct Catalytic Asymmetric Aldol Reaction of an α-Azido Amide
Weidner, Karin,Sun, Zhongdong,Kumagai, Naoya,Shibasaki, Masakatsu
, p. 6236 - 6240 (2015/05/20)
A direct aldol reaction of an α-azido 7-azaindolinylamide, promoted by a Cu-based cooperative catalyst, is documented. Aromatic aldehydes bearing an ortho substituent exhibited diastereodivergency depending on the nature of the chiral ligands used. Smooth reactions with ynals highlighted the broad substrate scope. A vicinal azido alcohol unit in the product allowed direct access to the corresponding aziridine and facile hydrolysis of the 7-azaindolinylamide moiety furnished enantioenriched β-hydroxy-α-azido carboxylic acid derivatives.
ASYMMETRIC SYNTHESIS OF HETEROORGANIC ANALOGS OF NATURAL COMPOUNDS. 3. GENERAL PREPARATIVE METHOD OF DIASTEREO- AND ENANTIOSELECTIVE SYNTHESIS OF FLUORINE-CONTAINING 2(R),3(S)-β-PHENYLSERINES
Soloshonok, V. A.,Kukhar, V. P.,Galushko, S. V.,Kolycheva, M. T.,Rozhenko, A. B.,Belokon, Yu. N.
, p. 1046 - 1054 (2007/10/02)
The diastereo- and enantioselective synthesis of the previously unknown 2(R),3(S)-β-phenylserines containing fluorine atoms, the O-CHF2-, O-CF3-, and CF3 groups in the benzene ring, was carried out by alkylation of a Ni(II) complex of a Schiff base of glycine with (S)-2-N-(N'-benzylprolyl)aminobenzophenone by fluorine-substituted benzaldehydes.The factors influencing the stereochemical result of the reactions studied are not the steric characteristics of the substituents in benzaldehydes, but their electronic nature.
