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Highly Chemoselective Reduction of Carbonyl Groups in the Presence of Aldehydes

Gulluzar Bastug, Steve Dierick, Frédéric Lebreux and István E. Markó*

*Laboratory of Organic and Medicinal Chemistry, Université Catholique de Louvain, Bâtiment Lavoisier, Place Louis Pasteur 1 bte L4.01.02. 1348 Louvain-la-Neuve, Belgium, Email: istvan.markouclouvain.be

G. Bastug, S. Dierick, F. Lebreux, I. E. Markó, Org. Lett., 2012, 14, 1306-1309.

DOI: 10.1021/ol300188e



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Abstract

The use of diethylaluminum benzenethiolate enables an efficient discrimination between aldehydes and other carbonyl functions and allows a chemoselective in situ reduction of ketones and methyl esters in the presence of aldehydes without using traditional protecting group methodologies.

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Key Words

Reduction of Carbonyl Compounds, Reduction of Esters, DIBALH


ID: J54-Y2012-0690