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Asymmetric Addition of Pyrazolones to Allenamides Catalyzed by a Chiral Phosphoric Acid

Release Time:2019-03-13  Hits:

Indexed by: Journal Article

Date of Publication: 2018-12-13

Journal: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Included Journals: Scopus、SCIE

Volume: 2018

Issue: 46

Page Number: 6469-6473

ISSN: 1434-193X

Key Words: Pyrazolone; Allenamide; Asymmetric catalysis; Chiral phosphoric acid; Heterocycles

Abstract: We describe a new asymmetric allylic alkylation of pyrazolones, in which an all-carbon quaternary stereocenter with broad substrate scope and good enantioselectivity was generated. The asymmetric addition of pyrazolones to allenamides could be carried out under mild conditions in excellent yields with a relatively low catalyst loading. The allylic products with an enamide structure can be easily transformed to the pyrazolones with other functional groups, which provides a new approach for the asymmetric introduction of new functional groups into the pyrazolone skeleton.

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