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New Zinc(II)-Based Catalyst for Asymmetric Azomethine Ylide Cycloaddition Reactions

Authors :
Dogan, Özdemir
Koyuncu, Hasan
Garner, Philip
Bulut, Adnan
J. Youngs, Wiley
Panzner, Matthew
Source :
Organic Letters; October 2006, Vol. 8 Issue: 21 p4687-4690, 4p
Publication Year :
2006

Abstract

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.

Details

Language :
English
ISSN :
15237060 and 15237052
Volume :
8
Issue :
21
Database :
Supplemental Index
Journal :
Organic Letters
Publication Type :
Periodical
Accession number :
ejs10180163
Full Text :
https://doi.org/10.1021/ol061521f