Beilstein J. Org. Chem.2017,13, 779–792, doi:10.3762/bjoc.13.77
and the catalyst. The synthetic procedure in which CDs and L-lactide (L-LA) are reacting in bulk at relatively high temperature of 110 °C was investigated considering the structural composition of the products. The obtained products were thoroughly characterized via mass spectrometry methods with soft
chromatography; L-lactide; MALDI; mass spectrometry; NMR; Introduction
Cyclodextrin derivatives are increasingly important and their variety is dictated by the wide range of applications in which these compounds are employed with preponderance in the pharmaceutical field [1][2]. The employed strategies for the
polylactides have been prepared using different catalytic systems with good results in synthesis of star polymers with relatively high molecular weight and low polydispersity, by the “core first” method. Polymerization of L-lactide was performed by anionic ROP initiated by potassium alkoxides of α-CD partially
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Graphical Abstract
Scheme 1:
Ring opening of L-LA in the presence of cyclodextrins.
Beilstein J. Org. Chem.2016,12, 2378–2389, doi:10.3762/bjoc.12.232
donating (“pushing”) oxygen atom. Monomers with such substitution patterns are defined as captodative or push–pull monomers [1]. MLA was first synthesized in 1969 by Scheibelhoffer et al. through a bromination of L-lactide followed by a basic HBr elimination [2]. In 2008, the first Diels–Alder reaction
recently investigated [8]. Up to now, it was not possible to polymerize MLA via ring opening [9]. Only indirectly, unsaturated polylactide carrying vinyl side groups can be obtained through a copolymerization of chlorolactide with L-lactide followed by subsequent dehydrochlorination [10]. Recently, thiol
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Graphical Abstract
Figure 1:
Structures of used monomers and the time-conversion plot of the corresponding free-radical polymeri...