Synthetic Route of 6224-63-1, Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. 6224-63-1, Name is Tri-m-tolylphosphine, SMILES is CC1=CC(P(C2=CC=CC(C)=C2)C3=CC=CC(C)=C3)=CC=C1, belongs to chiral-phosphine-ligands compound. In a article, author is Periasamy, Mariappan, introduce new discover of the category.
Enantioselective Synthesis of beta-Allenoates via Phosphine-Catalyzed and ZnI2-Promoted Preparation of Oxazolidines and Propargylamines Using Chiral Amines, 1-Alkynes, and Propiolates
Diphenylphosphinoethane (DPPE)-catalyzed and ZnI2-promoted in situ formation of oxazolidine, alkynyl zinc, and propargylamine intermediates from 1-alkynes, chiral (S)-diphenyl(pyrrolidin-2-yOmethanol, and propiolates gave the corresponding chiral (R)-beta-allenoates in 40-72% yield with up to >99% ee. The intermediate propargylamine was isolated in 50% yield and converted to give the beta-allenoate 10aa in 68% yield and 96% ee upon reaction with ZnI2. The results are discussed considering a mechanism involving oxazolidine and iminium ions formed in situ followed by addition of alkynyl zinc complex to produce the propargylamine that gives the corresponding allenoate via a 1,5 hydrogen shift in the presence of ZnI2.
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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