The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature. 4271-30-1, Name is (S)-2-(4-Aminobenzamido)pentanedioic acid, SMILES is O=C(O)[C@@H](NC(C1=CC=C(N)C=C1)=O)CCC(O)=O, in an article , author is Carmona, Jose A., once mentioned of 4271-30-1, Safety of (S)-2-(4-Aminobenzamido)pentanedioic acid.
Dynamic Kinetic Asymmetric Heck Reaction for the Simultaneous Generation of Central and Axial Chirality
A highly diastereo- and enantioselective, scalable Pd-catalyzed dynamic kinetic asymmetric Heck reaction of heterobiaryl sulfonates with electron-rich olefins is described. The coupling of 2,3-dihydrofuran or N-boc protected 2,3-dihydropyrrole with a variety of quinoline, quinazoline, phthalazine, and picoline derivatives takes place with simultaneous installation of central and axial chirality, reaching excellent diastereo- and enantiomeric excesses when in situ formed [Pd-0/DM-BINAP] was used as the catalyst, with loadings reduced down to 2 mol % in large scale reactions. The coupling of acyclic, electron-rich alkenes can also be performed using a [Pd-0/Josiphos ligand] to obtain axially chiral heterobiaryl alpha-substituted alkenes in high yields and enantioselectivities. Products from Boc-protected 2,3-dihydropyrrole can be easily transformed into N,N ligands or appealing axially chiral, bifunctional proline-type organocatalysts. Computational studies suggest that a beta-hydride elimination is the stereocontrolling step, in agreement with the observed stereochemical outcome of the reaction.
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Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem