Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. In an article, author is Mikle, Gabor, once mentioned the application of 6224-63-1, Name is Tri-m-tolylphosphine, molecular formula is C21H21P, molecular weight is 304.37, MDL number is MFCD00008532, category is chiral-phosphine-ligands. Now introduce a scientific discovery about this category, Quality Control of Tri-m-tolylphosphine.
Asymmetric aminocarbonylation of iodoalkenes in the presence of alpha-phenylethylamine as an N-nucleophile
lodoalkenes, such as 2-iodo-bornene, 17-iodoandrost-16-ene, 3-methoxy-17-iodoestra-1,3,5(10),16-ene, 3 beta-hydroxy-20-iodopregna-5,20-diene and 3 beta-hydroxy-12-iodo-5 alpha,25R-spirost-11-ene were aminocar-bonylated with enantiomerically pure and racemic alpha-phenylethylamine as the N-nucleophile in the presence of palladium(0) catalysts. Monodentate and bidentate (chiral and achiral) phosphines were used as ligands in the catalytic system. All diastereoisomers of the corresponding carboxamides were characterised as pure stereoisomers using both alpha-phenylethylamine and iodoalkene in enantiomerically pure form. The diastereoisomers were obtained in moderate to high yields in a chemoselective reaction, i.e., carboxamides due to single carbon monoxide insertion were formed exclusively, with no double CO insertion leading to 2-ketocarboxamides. Diastereoselectivities of the aminocarbonylation were investigated using the N-nucleophile in racemic form by the systematic variation of the catalyst. (C) 2017 Elsevier Ltd. All rights reserved.
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Reference:
Phosphine ligand,
,Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate