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- W4280519265 abstract "The partial reduction of amides is a challenging transformation that must overcome the intrinsic stability of the amide bond and exhibit high chemoselective control to avoid overreduction to amine products. To address this challenge, we describe a zirconium-catalysed synthesis of imines by the reductive deoxygenation of secondary amides. This reaction exploits the excellent chemoselectivity of Schwartz's reagent (Cp2 Zr(H)Cl) and utilises (EtO)3 SiH as a mild stoichiometric reductant to enable catalyst turnover. The reaction generally proceeds with high yields (19 examples, 51 to 95 % yield) and tolerates a variety of functional groups (alkene, ester, nitro, etc.). Stoichiometric mechanistic investigations suggest the regeneration of the active [Zr]-H catalyst is achieved through the metathesis of Si-H and Zr-OR σ-bonds." @default.
- W4280519265 created "2022-05-22" @default.
- W4280519265 creator A5026679096 @default.
- W4280519265 creator A5078466046 @default.
- W4280519265 creator A5079733641 @default.
- W4280519265 date "2022-06-14" @default.
- W4280519265 modified "2023-10-06" @default.
- W4280519265 title "Selective Reduction of Secondary Amides to Imines Catalysed by Schwartz's Reagent**" @default.
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- W4280519265 doi "https://doi.org/10.1002/anie.202206170" @default.
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