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

✍ Scribed by Helen C. Aspinall; Nicholas Greeves; Shane Lo Fan Hin

Book ID
104097388
Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
356 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis

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 Me 3 SiCl 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.

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