Article ID Journal Published Year Pages File Type
5272741 Tetrahedron Letters 2010 4 Pages PDF
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
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