Molecular evolution using intramolecular acyl migration on myo-inositol benzoates with thermodyamic and kinetic selectors

Chemistry - A European Journal

Volumn 10, Issue 14, 2004, Pages 3543-3547

  Ahn, Young Hoon ^a   Chang, Young Tae ^a  

^a NEW YORK UNIVERSITY   (United States)

Author keywords

Boronic acid selector; Dynamic combinatorial library; Intramolecular acyl migration; Molecular amplification; Molecular evolution

Indexed keywords

ACIDS; BORON; KINETIC THEORY; THERMODYNAMICS;

KINETIC CONTROL; MOLECULAR EVOLUTION;

MOLECULAR DYNAMICS;

1,4,6 TRIBENZOYLINOSITOL; 2,4,6 TRIBENZOYLINOSITOL; BORON; INOSITOL; INOSITOL BENZOATE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; CHEMICAL REACTION KINETICS; COMBINATORIAL CHEMISTRY; MOLECULAR EVOLUTION; MOLECULAR INTERACTION; REACTION ANALYSIS; THERMODYNAMICS;

EID: 3242888950     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/chem.200400234     Document Type: Article

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45. The concentrated reaction mixture led to intermolecular benzoyl migration as a side reaction, which could be suppressed by dilution (20 times of direct migration). However, in the case of phenyl boronic acid, the reaction mixture was concentrated to 1 mL in order to accelerate the rate of the amplification since it was found that the addition of boric acid or phenyl boronic acid stopped intermolecular benzoyl migration from going further.