71922-59-3Relevant articles and documents
Synthesis of β-Substituted γ-Aminobutyric Acid Derivatives through Enantioselective Photoredox Catalysis
Ma, Jiajia,Lin, Jiahui,Zhao, Lifang,Harms, Klaus,Marsch, Michael,Xie, Xiulan,Meggers, Eric
, p. 11193 - 11197 (2018)
β-Substituted chiral γ-aminobutyric acids feature important biological activities and are valuable intermediates for the synthesis of pharmaceuticals. Herein, an efficient catalytic enantioselective approach for the synthesis of β-substituted γ-aminobutyr
Alkylation of chiral 2-(aminomethyl)oxazolines
Bail, Marc Le,Aitken, David J.,Vergne, Fabrice,Husson, Henri-Philippe
, p. 1681 - 1690 (2007/10/03)
Chiral 2-(aminomethyl)oxazolines 3 and 7, in wich the heterocycle is derived from (R)-phenylglycinol, are synthesized and studied in alkylation reactions involving strong base and alkyl halides.The tertiary amine derivative 3 is alkylated efficiently at the α-carbon centre with no stereochemical induction, while the tertiary carbamate 7 is alkylated in moderate yield and reasonable diastereomeric excess.The stereochemical control observed in the latter case can be explained by the preferred formation of an E-enolate during the deprotonation step by prior complexation of the carbaamate carbonyl group to the base.
