Process Development of a Copper(II)-Catalyzed Dehydration of an N-Acyl Prolinal Oxime: Cascade Process and Application at an Elevated Lab Scale

Nonnhoff J, Gröger H (2021)
Synthesis : Journal of Synthetic Organic Chemistry : ss-2021-z0230-op.

Zeitschriftenaufsatz | E-Veröff. vor dem Druck | Englisch
 
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Abstract / Bemerkung
Chiral N-acyl amino nitriles are important structural motifs in several pharmaceuticals such as Vildagliptin or Saxagliptin. Cyanidefree access to such nitriles is provided by a copper-catalyzed dehydration of oximes, which are readily available by condensation of chiral aldehydes resulting from the chiral pool with hydroxylamine. The application in a cascade process without the need for intermediate purification as well as a demonstrated scalability show the robustness of this methodology.
Stichworte
aldoximes; cyanide-free nitrile synthesis; dehydration; N-acyl amino; nitriles; cascade process
Erscheinungsjahr
2021
Zeitschriftentitel
Synthesis : Journal of Synthetic Organic Chemistry
Art.-Nr.
ss-2021-z0230-op
ISSN
0039-7881
eISSN
1437-210X
Page URI
https://pub.uni-bielefeld.de/record/2958127

Zitieren

Nonnhoff J, Gröger H. Process Development of a Copper(II)-Catalyzed Dehydration of an N-Acyl Prolinal Oxime: Cascade Process and Application at an Elevated Lab Scale. Synthesis : Journal of Synthetic Organic Chemistry . 2021: ss-2021-z0230-op.
Nonnhoff, J., & Gröger, H. (2021). Process Development of a Copper(II)-Catalyzed Dehydration of an N-Acyl Prolinal Oxime: Cascade Process and Application at an Elevated Lab Scale. Synthesis : Journal of Synthetic Organic Chemistry , ss-2021-z0230-op. https://doi.org/10.1055/a-1549-0903
Nonnhoff, J., and Gröger, H. (2021). Process Development of a Copper(II)-Catalyzed Dehydration of an N-Acyl Prolinal Oxime: Cascade Process and Application at an Elevated Lab Scale. Synthesis : Journal of Synthetic Organic Chemistry :ss-2021-z0230-op.
Nonnhoff, J., & Gröger, H., 2021. Process Development of a Copper(II)-Catalyzed Dehydration of an N-Acyl Prolinal Oxime: Cascade Process and Application at an Elevated Lab Scale. Synthesis : Journal of Synthetic Organic Chemistry , : ss-2021-z0230-op.
J. Nonnhoff and H. Gröger, “Process Development of a Copper(II)-Catalyzed Dehydration of an N-Acyl Prolinal Oxime: Cascade Process and Application at an Elevated Lab Scale”, Synthesis : Journal of Synthetic Organic Chemistry , 2021, : ss-2021-z0230-op.
Nonnhoff, J., Gröger, H.: Process Development of a Copper(II)-Catalyzed Dehydration of an N-Acyl Prolinal Oxime: Cascade Process and Application at an Elevated Lab Scale. Synthesis : Journal of Synthetic Organic Chemistry . : ss-2021-z0230-op (2021).
Nonnhoff, Jannis, and Gröger, Harald. “Process Development of a Copper(II)-Catalyzed Dehydration of an N-Acyl Prolinal Oxime: Cascade Process and Application at an Elevated Lab Scale”. Synthesis : Journal of Synthetic Organic Chemistry (2021): ss-2021-z0230-op.

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