Electric Literature of 126764-17-8, The transformation of simple hydrocarbons into more complex and valuable products via catalytic C¨CH bond functionalisation has revolutionised modern synthetic chemistry. 126764-17-8, Name is 1-Chloro-6,6-dimethylhept-2-en-4-yne, SMILES is CC(C)(C#CC=CCCl)C, belongs to chlorides-buliding-blocks compound. In a article, author is Yang, Ze-Peng, introduce new discover of the category.
The Asymmetric Synthesis of Amines via Nickel-Catalyzed Enantioconvergent Substitution Reactions
Chiral dialkyl carbinamines are important in fields such as organic chemistry, pharmaceutical chemistry, and bio-chemistry, serving for example as bioactive molecules, chiral ligands, and chiral catalysts. Unfortunately, most catalytic asymmetric methods for synthesizing dialkyl carbinamines do not provide general access to amines wherein the two alkyl groups are of similar size (e.g., CH2R versus CH2R1). Herein, we report two mild methods for the catalytic enantioconvergent synthesis of protected dialkyl carbinamines, both of which use a chiral nickel catalyst to couple an alkylzinc reagent (1.1-1.2 equiv) with a racemic partner, specifically, an a-phthalimido alkyl chloride or an N-hydroxyphthalimide (NHP) ester of a protected alpha-amino acid. The methods are versatile, providing dialkyl carbinamine derivatives that bear an array of functional groups. For couplings of NHP esters, we further describe a one-pot variant wherein the NHP ester is generated in situ, allowing the generation of enantioenriched protected dialkyl carbinamines in one step from commercially available amino acid derivatives; we demonstrate the utility of this method by applying it to the efficient catalytic enantioselective synthesis of a range of interesting target molecules.
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