Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5272741 | Tetrahedron Letters | 2010 | 4 Pages |
Abstract
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.
Graphical abstractA new method for pinacol and imine coupling delivers high diastereoselectivity using catalytic Yb(OTf)3 with Mg as reducing agent.Download full-size image
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Helen C. Aspinall, Nicholas Greeves, Shane Lo Fan Hin,