A new Yb3+-catalyzed pinacol and imine-coupling reaction

Helen C. Aspinall*, Nicholas Greeves, Shane Lo Fan Hin

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)


Ytterbium triflate, Yb(OTf)3, catalyzes the intermolecular reductive homocouplings of imines, aldehydes, and ketones at loadings of 5 mol % in the presence of Mg and Me3SiCl to give isolated yields of up to 95%. Diastereoselectivity of up to 4/96 (dl/meso) is achieved for aromatic aldehydes, up to 100% dl for aliphatic aldehydes, and 100% dl for an intramolecular imine coupling.

Original languageEnglish
Pages (from-to)1558-1561
Number of pages4
JournalTetrahedron Letters
Issue number12
Publication statusPublished - 24 Mar 2010
Externally publishedYes


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