Mild and selective hydrozirconation of amides to aldehydes using Cp2Zr (H) Cl: Scope and mechanistic insight

JT Spletstoser, JM White, AR Tunoori…

Index: Spletstoser, Jared T.; White, Jonathan M.; Tunoori, Ashok Rao; Georg, Gunda I. Journal of the American Chemical Society, 2007 , vol. 129, # 11 p. 3408 - 3419

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Citation Number: 106

Abstract

An investigation of the use of Cp2Zr (H) Cl (Schwartz's reagent) to reduce a variety of amides to the corresponding aldehydes under very mild reaction conditions and in high yields is reported. A range of tertiary amides, including Weinreb's amides, can be converted directly to the corresponding aldehydes with remarkable chemoselectivity. Primary and secondary amides proved to be viable substrates for reduction as well, although the yields ...