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Reductive amination review





Kang, Tetrahedron, 2005,.
Yes, you could try and separate out the secondary amine thats formed from the tertiary amine, but were not going to settle for 10-30 yields here.
Reductive amination (also known as reductive alkylation ) is a form of amination that involves the conversion of a carbonyl group to an amine via an intermediate imine.
Kikugawa, Tetrahedron, 2004,.The process is catalyzed by pyridoxamine phosphate, which is converted into pyridoxal phosphate after the reaction.Nickel nanoparticles catalyse the reductive amination of aldehydes by transfer hydrogenation with pokemon x et y code cadeau mystère 2018 isopropanol at 76C.In addition, a cheaper, easy-to-handle, and environmentally friendly reducing reagent such as polymethylhydrosiloxane (pmhs) in place of Et3SiH was also useful.Ive seen so many students make mistakes when redrawing that its well worth the time to double check that you havent left anything out.Khaksar, Synthesis, 2011, 490-496.Heres a more versatile way to make amines that doesnt result in over-alkylation.Treatment of ketones with ammonia in ethanol and titanium(IV) isopropoxide, followed by in situ reduction with sodium borohydride allows a highly chemoselective reductive mono-alkylation of ammonia.This is a much more controlled manner of forming nitrogen-carbon bonds.Dunsmore, Reuben Carr, Toni Fleming and Nicholas.



For our purposes, they can be considered to be the same.
For example, look at the synthesis of the tertiary amine below.
An even better approach involves the use of the slightly weaker reducing agent sodium cyanoborohydride (NaBH3CN).
Aldehydes and ketones were easily converted to the corresponding amines by the reaction of amines in methanol using decaborane (B10H14) at room temperature under nitrogen.
Robinson, John.; Snyder,.Note that the carbon attached to the nitrogen doesnt have a C-H bond.Lett., 2007, 9, 267-270.Synth., p?prepcv3p0717 ; Coll.Is there another way to do it?

This approach, known as direct reductive amination, employs reducing agents that are more reactive toward protonated imines than towards the ketone/aldehyde precursors.


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