Mercer, Roger S.; Harrison, Alex G., Canadian Journal of Chemistry, 1988, vol. 66, p. 2947 - 2953
作者:Mercer, Roger S.、Harrison, Alex G.
DOI:——
日期:——
Chemoselective monoalkylation of 5-trifluoroacetamido- and 5-acetamido-1-pentanol derivatives via N,O-bisdeprotonation. Quantitation of evolved H2 as a probe of anion formation
作者:Ralph Hirschmann、John Hynes、P.Grant Spoors、Amos B. Smith
DOI:10.1016/0040-4039(95)00280-p
日期:1995.4
Measurements of H-2 evolution revealed that neither 5-trifluoroacetamido-1-pentanol (1) nor 5-acetamido-1-pentanol (6) underwent complete bisdeprotonation upon treatment with excess NaH in THF, thereby accounting for the unexpected course of subsequent alkylations with carbohydrate-derived triflates 2 and 7. These studies in turn led to an effective protocol for generation of N,O-dianions from 1 and 6; as anticipated, the former chemoselectively furnished O-alkylation products with triflates 2 and 15.
Gas-Phase Acidity of Aliphatic Alcohols
作者:Genevieve Boand、Raymond Houriet、Tino Gaumann
DOI:10.1021/ja00346a600
日期:1983.4
(Alkoxycarbonyl)- and (aryloxycarbonyl)cobalt carbonyls