STRUCTURE-REACTIVITY RELATIONSHIPS IN THE RATE OF ESTERIFICATION BY ACETYLIMIDAZOLE - THE INFLUENCE OF THE 2ND HYDROXY GROUP AND OF THE LENGTH OF THE N-OMEGA-HYDROXY-N-ALKYL CHAIN IN 3-(N-METHYL, EGA-HYDROXY-N-ALKYL)AMINO-2-TERT-BUTYLPROPAN-1-OLS
A. Madder et al., STRUCTURE-REACTIVITY RELATIONSHIPS IN THE RATE OF ESTERIFICATION BY ACETYLIMIDAZOLE - THE INFLUENCE OF THE 2ND HYDROXY GROUP AND OF THE LENGTH OF THE N-OMEGA-HYDROXY-N-ALKYL CHAIN IN 3-(N-METHYL, EGA-HYDROXY-N-ALKYL)AMINO-2-TERT-BUTYLPROPAN-1-OLS, Perkin transactions. 2, (5), 1997, pp. 851-852
Enforced intramolecular hydrogen bonding facilitates intramolecular ge
neral base catalysis in the acetylation of a family of alpha,omega-ami
no alcohols by acetylimidazole, and the site of acetylation when there
are two hydroxy groups is determined by the relative ease of intramol
ecular hydrogen bonding rather than by intermolecular steric effects.