- Improved enzymatic syntheses of valuable β-arylalkyl-β-amino acid enantiomers
-
The enantioselective (E~ 200) Burkholderia cepacia-catalysed hydrolyses of β-amino esters with H2O (0.5 equiv.) in t-BuOMe or in i-Pr2O at 45 °C are described. The enantiomers of biologically relevant β-arylalkyl-substituted β-amino acids, and especially (R)-3-amino-3-(2,4,5-trifluorophenyl)butanoic acid, the intermediate of the new antidiabetic drug sitagliptine, were prepared with high enantiomeric excesses (ee≥96%) and in good yields (≥42%). The Royal Society of Chemistry 2010.
- Tasnadi, Gabor,Forro, Enik,Fueloep, Ferenc
-
experimental part
p. 793 - 799
(2010/06/20)
-
- Copper-catalyzed amine-alkyne-alkyne addition reaction: An efficient method for the synthesis of γ,δ-alkynyl-β-amino acid derivatives
-
A simple and efficient method for the synthesis of γ,δ-alkynyl- β-amino acid derivatives by a copper-catalyzed three-component amine-alkyne-alkyne addition reaction was developed. Various γ,δ-alkynyl-βamino acid derivatives were synthesized in moderate to
- Zhou, Lei,Shuai, Qi,Jiang, Huan-Feng,Li, Chao-Jun
-
scheme or table
p. 11668 - 11674
(2010/04/28)
-
- Efficient synthesis of γ,δ-alkynyl-β-amino acid derivatives by a new copper-catalyzed amine-alkyne-alkyne addition reaction
-
A simple and efficient method for the synthesis of γ,δ-alkynyl- β-amino acid derivatives by a new copper-catalyzed amines-alkynes-alkynes addition was developed. Various γ,δ-alkynyl-β-amino acid derivatives were obtained in moderate to good yields in one step.
- Zhou, Lei,Jiang, Huan-Feng,Li, Chao-Jun
-
experimental part
p. 2226 - 2230
(2009/10/02)
-
- Synthesis of substituted piperidines, decahydroquinolines and octahydroindolizines by radical rearrangement reactions of 2-alkylideneaziridines
-
Rearrangement of a variety of 3-(2-methyleneaziridin-1-yl)propyl radicals, generated using Bu3SnH/AIBN by homolytic cleavage of phenylselenide substituted 2-methyleneaziridines, produces 3-methylenepiperidines in yields ranging from 58 to 68%.
- Prévost, Natacha,Shipman, Michael
-
p. 7165 - 7175
(2007/10/03)
-