Enantioselective Allenylation of Ketimines Derived from Isatins Using Chiral Bis(imidazoline)‐Palladium Catalysts

The catalytic enantioselective allenylation of ketimines derived from isatins is described. Products with high regio‐ and enantioselectivities were obtained in the presence of a bis(imidazoline)‐palladium catalyst. The obtained products were then converted into various chiral amines. The stereoselec...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2022-12, Vol.364 (24), p.4255-4259
Main Authors: Oyamada, Yusuke, Yamasaki, Shintaro, Tsuzuki, Mika, Kitagawa, Takumi, Kondo, Masaru, Sasamori, Takahiro, Nakamura, Shuichi
Format: Article
Language:English
Subjects:
allenes
Amines
bis(imidazoline)
Catalysts
chiral allenylamines
Enantiomers
enantioselectivity
Imidazoline
Imines
ketimines
Palladium
Stereoselectivity
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Description
Summary:The catalytic enantioselective allenylation of ketimines derived from isatins is described. Products with high regio‐ and enantioselectivities were obtained in the presence of a bis(imidazoline)‐palladium catalyst. The obtained products were then converted into various chiral amines. The stereoselectivity origin was revealed by DFT calculations of the transition state.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202201017