The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature. Safety of 11-Aminoundecanoic acid, 2432-99-7, Name is 11-Aminoundecanoic acid, SMILES is NCCCCCCCCCCC(O)=O, in an article , author is Yoon, Yeoheung, once mentioned of 2432-99-7.
The aminohydroxylation of various alkenes using FmocNHCl as a nitrogen source is reported. In general, in the absence of a ligand, the reaction provided racemic Fmoc-protected amino alcohols with excellent regioselectivity but in low to moderate yields. However, in some instances, the yield of an amino alcohol product and the regioselectivity could be altered by the addition of a catalytic amount of triethylamine (TEA). The Sharpless asymmetric variant of this reaction (Sharpless asymmetric aminohydroxylation (SAAH)), using (DHQD)(2)PHAL (DHQD) or (DHQ)(2)PHAL (DHQ) as chiral ligands, proceeded more readily and in higher yield compared to the same reaction in the absence of a chiral ligand. The enantiomeric ratios (er) of all but two examples exceeded 90:10 with many examples giving er values of 95:5 or higher, making FmocNHCl a highly practical reagent for preparing chiral amino alcohols. The SAAH reaction using FmocNHCl was used for the preparation of D-threo-beta-hydroxyasparagine and D-threo-beta-methoxyaspartate, suitably protected for Fmoc solid phase peptide synthesis.
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Reference:
Amide – Wikipedia,
,Amide – an overview | ScienceDirect Topics