2003
DOI: 10.1016/s0040-4039(02)02844-7
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MeOPEG-bounded azide cycloadditions to alkynyl dipolarophiles

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Cited by 46 publications
(27 citation statements)
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“…These results is quite different of those obtained by number of triazole-forming cycloadditions, which usually results in a mixture of 1,4 and 1,5 regioisomers in relatively close proportions [26][27][28][29][30]. In addition, this good selectivity is observed whereas none catalyst (as Cu II ) is needed as for some other reactions.…”
Section: Synthesiscontrasting
confidence: 65%
See 1 more Smart Citation
“…These results is quite different of those obtained by number of triazole-forming cycloadditions, which usually results in a mixture of 1,4 and 1,5 regioisomers in relatively close proportions [26][27][28][29][30]. In addition, this good selectivity is observed whereas none catalyst (as Cu II ) is needed as for some other reactions.…”
Section: Synthesiscontrasting
confidence: 65%
“…Thus, microwave irradiation (750 W) of the mixture resulted in complete conversion of the reactants into triazole without formation of side products or any noticeable decomposition, for 10 min to the maximum ( Table 1). The method is very efficient and allows better results as other classical methods [29][30][31].…”
Section: Synthesismentioning
confidence: 99%
“…Different alkyl bromides reacted with Merrifield resin supported ammonium azide (32) to give various alkyl azides, which were reacted with methyl propiolate to give 1,2,3-triazoles 33 in excellent yields (Scheme 12.15) [62]. The monomethyl ether of poly(ethylene glycol) (PEG)-or MeOPEG-bound azide 34 has been utilized in the 1,3-dipolar cycloadditions with various alkynes to afford regioisomeric mixtures of 35 and 36 (Scheme 12.16) [63]. The 1,2,3-triazoles could be cleaved with formic acid in dioxane in one example (R ¼ CO 2 Me).…”
Section: General Reactivitymentioning
confidence: 99%
“…carried out an approach similar to that for the preparation of amine-terminated PCL by treating the chloroprecursor with NaN 3 and Pd/C-catalyzed hydrogenation in succession. In this work, we first converted an hydroxylterminated MPEG into the p-toluenesulfonic acid analogue and subsequently used NaN 3 [59,60] and triphenylphosphinecatalyzed hydrogenation successively, to finally obtain the required amine-terminated MPEG. Our design was to create biodegradable backbone poly(amino acid) derivatives (EZL) by the ring-opening polymerization (ROP) of Lys(Z)-NCA with MPEG-NH 2 as a macroinitiator.…”
Section: Resultsmentioning
confidence: 99%