Documentation scienceplus.abes.fr version Bêta

À propos de : Aziridines as Precursors for Chiral Amide-Containing Surfactants        

AttributsValeurs
type
Is Part Of
Subject
Title
  • Aziridines as Precursors for Chiral Amide-Containing Surfactants
has manifestation of work
related by
Author
Abstract
  • Optically active aziridines can be used as precursors in thesynthesis of several enantiopure amide-containing surfactants. Acylation of the aziridines is a convenientmethod for both the activationof the aziridine ring and the introduction of the hydrocarbon chain.The regioselectivity of thering-opening reactions using dibenzyl phosphate could be controlled byvarying the reactiontemperature. In this way both regioisomers of the phospholipidanalogues could be obtained. Inthe course of these experiments, an unprecedented rearrangement ofα-acylamino phosphotriesterswas observed. A mechanism for this group exchange reaction wasproposed based on the comparedreactivities of related compounds and FT-IR spectroscopic data.Application of high pressures (12kBar) for the ring opening of the activated aziridines with imidazoleled to the efficient formationof the desired surfactant with complete regioselectivity.
article type
is part of this journal



Alternative Linked Data Documents: ODE     Content Formats:       RDF       ODATA       Microdata