21455-96-9

Upstream product

• 100-39-0 benzyl bromide 
• 3041-40-5 2-phenylmalononitrile 
• 74-88-4 methyl iodide 
• 1867-37-4 Benzylmalononitrile 
• 2700-22-3 Benzylidenemalononitrile 

Downstream Products

• 27771-05-7 (S)-(+)-2-cyano-2-methyl-3-phenylpropanoic acid 
• 108211-28-5 (R)-(-)-2-cyano-2-methyl-3-phenylpropionic acid 
• 28052-45-1 (2S)-2-cyano-2-methyl-3-phenylpropanamide 
• 159835-34-4 R-(+)-methyl 3-amino-2-benzyl-2-methyl-3-oxopropanoate 
• 183676-97-3 α-benzyl-α-methylmalonamide 
• 23239-35-2 (S)-2-amino-2-methyl-3-phenylpropanoic acid 
• 606148-95-2 (2R)-2-[(ethoxycarbonyl)amino]-2-methyl-3-phenylpropanoic acid ethyl ester 
• 606148-94-1 (2S)-2-benzyl-2-methylmalonamic acid ethyl ester 
• 22435-99-0 ethyl (R)-2-amino-2-methyl-3-phenylpropanoate 
• 159835-31-1 (R)-α-benzyl-α-methylmalonamic acid 

Relevant academic research and scientific papers

Selective Synthesis of β-Ketonitriles via Catalytic Carbopalladation of Dinitriles

A practical, convenient, and highly selective method of synthesizing β-ketonitriles from the Pd-catalyzed addition of organoboron reagents to dinitriles has been developed. This method provides excellent functional-group tolerance, a broad scope of substrates, and the convenience of using commercially available substrates. The method is expected to show further utility in future synthetic procedures.

Titanium(III)-Catalyzed Reductive Decyanation of Geminal Dinitriles by a Non-Free-Radical Mechanism

A titanium-catalyzed mono-decyanation of geminal dinitriles is reported. The reaction proceeds under mild conditions, tolerates numerous functional groups, and can be applied to quaternary malononitriles. A corresponding desulfonylation is demonstrated as well. Mechanistic experiments support a catalyst-controlled cleavage without the formation of free radicals, which is in sharp contrast to traditional stoichiometric radical decyanations. The involvement of two TiIII species in the C?C cleavage is proposed, and the beneficial role of added ZnCl2 and 2,4,6-collidine hydrochloride is investigated.

Practical synthesis of optically active α,α-disubstituted malonamic acids through asymmetric hydrolysis of malonamide derivatives with Rhodococcus sp. CGMCC 0497

A variety of α,α-disubstituted malonamides undergo enantioselective hydrolysis with Rhodococcus sp. CGMCC 0497 to give challenging enantiopure α,α-disubstituted malonamic acids with up to >99% enantiomeric excesses and 98% chemical yields. The enantiosele

Enantioselective biotransformation of α,α-disubstituted dinitriles to the corresponding 2-cyanoacetamides using Rhodococcus sp. CGMCC 0497

A new application of nitrile-converting enzymes in the synthesis of optically active α,α-disubstituted-α-cyanoacetamides from α,α-disubstituted-malononitriles with whole cells of Rhodococcus sp. CGMCC 0497 is described. The products were obtained with enantiomeric excesses of up to >99%, and yields of up to 53%. They are very useful chiral intermediates especially for the synthesis of chiral α,α-disubstituted amino acids but have never been synthesized directly by chemical or enzymatic methods.