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Diastereoselective silver-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with fluorinated imine.

The Journal of organic chemistry (2010-10-13)
Haibo Xie, Jiangtao Zhu, Zixian Chen, Shan Li, Yongming Wu
ABSTRACT

We described hereby an instance of diastereoselective silver-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with imine compounds. This new method provided synthetically useful, highly substituted tetrahydroimidazole derivatives with efficiency and high diastereoselectivity. We can conveniently obtain fluorinated dihydroimidazole, imidazole, and diamino esters through simple modification.

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Sigma-Aldrich
Silver acetate, ReagentPlus®, 99%
Sigma-Aldrich
Silver acetate, 99.99% trace metals basis