Synthesis of N-glycosides. An alternative approach based on diastereoselective base coupling and S(N)2 cyclization. Guindon, Y., Gagnon, M., Thumin, I., Chapdelaine, D., Jung, G., & Guérin, B. Org Lett, 4(2):241–244, 01, 2002. abstract bibtex [reaction: see text] Acyclic diastereoselection is achieved for the formation of thioaminyl acetals. The highly intramolecular stereocontrolled S(N)2 displacement of the thioaminyls allows for the formation of cyclic nucleoside derivatives. This versatile approach may provide easy access to a large variety of N-glycosides.
@article{Guindon2002b,
abstract = {[reaction: see text] Acyclic diastereoselection is achieved for the formation of thioaminyl acetals. The highly intramolecular stereocontrolled S(N)2 displacement of the thioaminyls allows for the formation of cyclic nucleoside derivatives. This versatile approach may provide easy access to a large variety of N-glycosides.},
added-at = {2011-08-01T20:07:02.000+0200},
author = {Guindon, Yvan and Gagnon, Marc and Thumin, Isabelle and Chapdelaine, Daniel and Jung, Grace and Guérin, Brigitte},
biburl = {https://www.bibsonomy.org/bibtex/284a0b546a973ac8f16b99eb5dd7ff58e/crc_chus},
institution = {Institut de recherches cliniques de Montréal (IRCM), Bio-organic Chemistry Laboratory, 110 avenue des Pins Ouest, Montréal, Québec, Canada H2W 1R7. guindoy@ircm.qc.ca},
interhash = {4f8596ba1b8904d893c21cedf20b9400},
intrahash = {84a0b546a973ac8f16b99eb5dd7ff58e},
journal = {Org Lett},
keywords = {chemicalsynthesis;Stereoisomerism AminoSugars chemicalsynthesis;Cyclization;Glycosides chemicalsynthesis;Nucleosides},
language = {eng},
medline-pst = {ppublish},
month = {01},
number = 2,
pages = {241--244},
pii = {ol016991i},
pmid = {11796060},
timestamp = {2011-08-01T20:07:02.000+0200},
title = {Synthesis of N-glycosides. An alternative approach based on diastereoselective base coupling and S(N)2 cyclization.},
volume = 4,
year = 2002
}
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