Sulfur-containing dihydro-pyrrolo [60]fullerene derivatives via 1,3-dipolar cycloadditions of glycine imine esters to C-60
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Authors
Ioannou, E.
Hirsch, A.
Elemes, Y.
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Elsevier
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peer reviewed
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Tetrahedron
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Description
C-60 reacts thermally with 1,3-dipoles, formed in situ, from sulfide-bearing imines of glycine esters, and affords dihydro-pyrrolo [60] fullerene derivatives containing a vinylic sulfide group, which were isolated in good yields, and characterized with H-1 and C-13 NMR, FTIR, UV-vis spectroscopies, and with FAB, ESI mass spectrometries. The new derivatives contain a sulfide, an imine, and an ester functionality for further chemical transformations. Mechanistic considerations with regard to the loss of a mercaptan molecule in the course of the cycloaddition are deployed. (C) 2007 Elsevier Ltd. All rights reserved.
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Keywords
fullerenes, azomethine ylides, 1,3-dipolar cycloadditions, dihydro-pyrrole, sulfides, diels-alder reaction, amino-acid derivatives, fullerene derivatives, hiv-1 protease, pyrimidone derivatives, chemistry, <60>fullerene, inhibitors, peptides, sultines
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<Go to ISI>://000252082100013
http://ac.els-cdn.com/S0040402007008411/1-s2.0-S0040402007008411-main.pdf?_tid=3c631f36-356e-11e3-bdbc-00000aacb35e&acdnat=1381823512_d9ea54897365c1a6f0581c0f7b922ea8
http://ac.els-cdn.com/S0040402007008411/1-s2.0-S0040402007008411-main.pdf?_tid=3c631f36-356e-11e3-bdbc-00000aacb35e&acdnat=1381823512_d9ea54897365c1a6f0581c0f7b922ea8
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en
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Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας