4.5 Article

Synergistic Catalysis with Azomethine Ylides

Journal

CHINESE JOURNAL OF CHEMISTRY
Volume 39, Issue 1, Pages 15-24

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.202000380

Keywords

Azomethine ylides; Synergistic catalysis; Asymmetric synthesis; N‐ Heterocycles; α ‐ Amino acids

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Azomethine ylides are important intermediates for the construction of chiral N-containing compounds. Through synergistic catalysis and azomethine ylide chemistry, novel catalytic systems have been developed to convert readily available azomethine ylides into high-valued molecules. The synergistic catalyst system shows enhanced catalytic efficiency and chiral induction ability compared to traditional mono-catalysis, and can be applied in the synthesis of bioactive compounds and natural products.
Azomethine ylides are useful intermediates for the rapid construction of chiral N-containing compounds. However, its synthetic potential has not been fully developed due to the limited reaction models. In combination with synergistic catalysis and azomethine ylide chemistry, we have developed several types of novel catalytic system including Cu/Pd, Cu/Ir and PTC/Ir catalysis, which can convert readily-available azomethine ylides to various high-valued molecules such as unnatural alpha-amino acids, homoallylic amines and N-heterocycles. Compared with the traditional mono-catalysis, the synergistic catalyst system exhibits enhanced catalytic efficiency and chiral induction ability in many cases. In addition, we have demonstrated that these strategies could be applied in the construction of bioactive compounds and natural products.

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