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A Novel and Expeditious Reduction of Tertiary Amides to Aldehydes Using Cp2Zr(H)Cl

Jonathan M. White, Ashok Rao Tunoori and Gunda I. Georg

*Department of Medicinal Chemistry University of Kansas Lawrence, Kansas 66045, Email:

J. M. White, A. R. Tunoori, G. I. Georg, J. Am. Chem. Soc., 2000, 122, 11995-11996.

DOI: 10.1021/ja002149g


The reduction of tertiary amides to aldehydes via Cp2Zr(H)Cl shows several distinct advantages: The reaction requires a very short reaction time and provides very high yields of the aldehydes with good chemoselectivity. Furthermore, the reaction does not require extensive workup procedures, nor does it require scrupulously dry conditions. Additionally, substrate dependence is minimal.

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proposed mechanism

Key Words

reduction of amides, Schwartz reagent

ID: J48-Y2000