Zn/InCl₃-Mediated Pinacol Cross-Coupling Reactions of Aldehydes with α,β-Unsaturated Ketones in Aqueous Media

Yong-Sheng Yang, Zhi-Liang Shen and Teck-Peng Loh*

*Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Email: teckpengntu.edu.sg

Y.-S. Yang, Z.-L. Shen, T.-P. Loh, Org. Lett., 2009, 11, 2213-2215.

DOI: 10.1021/ol900619d

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Abstract

A zinc/indium chloride-mediated pinacol cross-coupling reaction between aldehyde and α,β-unsaturated ketone in aqueous media gives 1,2-diols in good yields with up to 93:7 diastereoselectivity.

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Key Words

Pinacol Coupling, Zinc

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ID: J54-Y2009-1620