1531586-72-7Relevant academic research and scientific papers
Diasteroselective conjugate addition of diethylaluminum cyanide to a conjugated N -enoyl system: An alternative synthesis of (S)-pregabalin
Tovar-Gudino, Erika,Morales-Nava, Rosmarbel,Fernandez-Zertuche, Mario
, p. 45 - 48 (2014)
We have explored in this work the conjugate addition of diethylaluminum cyanide (Nagata's reagent) to an N-enoyl system bearing the (R)-4-phenyl-2- oxazolidinone chiral auxiliary. Since this method provided a practical synthesis of γ-amino acids, we report the conjugate addition of diethylaluminum cyanide as the key step in the synthesis of (S)-pregabalin 1 in a five-step sequence of reactions from commercially available starting materials.
