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

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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

Citation Formats

Ö. Doğan, H. KOYUNCU, P. GARNER, A. BULUT, W. J. Youngs, and M. PANZNER, “New zinc(II)-based catalyst for asymmetric azomethine ylide cycloaddition reactions,” ORGANIC LETTERS, vol. 8, no. 21, pp. 4687–4690, 2006, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/39889.