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New zinc(II)-based catalyst for asymmetric azomethine ylide cycloaddition reactions
Date
2006-10-12
Author
Doğan, Özdemir
KOYUNCU, Hasan
GARNER, Philip
BULUT, Adnan
Youngs, Wiley J.
PANZNER, Matthew
Metadata
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This work is licensed under a
Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License
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A new chiral aziridino alcohol ligand for zinc(II)-catalyzed azomethine ylide cycloadditions is described. In the presence of this catalyst, N-arylidene glycine methyl esters react with a variety of dipolarophiles to give substituted pyrrolidines in very good to excellent chemical yields and up to 95% ee. The absolute sense of asymmetric induction appears to be dipolarophile-dependent.
Subject Keywords
Physical and Theoretical Chemistry
,
Organic Chemistry
,
Biochemistry
URI
https://hdl.handle.net/11511/39889
Journal
ORGANIC LETTERS
DOI
https://doi.org/10.1021/ol061521f
Collections
Department of Chemistry, Article