Literature DB >> 25780955

Rules and stereoelectronic guidelines for the anionic nucleophilic displacement of furanoside and furanose O-sulfonates.

Karl J Hale, Leslie Hough, Soraya Manaviazar, Andrew Calabrese.   

Abstract

Rules for predicting anionic SN2 displacement viability in furanose and furanoside sulfonates are presented.

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Year:  2015        PMID： 25780955     DOI： 10.1021/acs.orglett.5b00511

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  3 in total

1.  Stereoselective β-Mannosylation via Anomeric O-Alkylation with L-Sugar-Derived Electrophiles.

Authors:  Ishani Lakshika Hettiarachchi; Shuai Meng; Mira Chahine; Xiaohua Li; Jianglong Zhu
Journal:  European J Org Chem       Date:  2021-11-12

2.  Nucleophilic displacement reactions of 5'-derivatised nucleosides in a vibration ball mill.

Authors:  Olga Eguaogie; Patrick F Conlon; Francesco Ravalico; Jamie S T Sweet; Thomas B Elder; Louis P Conway; Marc E Lennon; David R W Hodgson; Joseph S Vyle
Journal:  Beilstein J Org Chem       Date:  2017-01-13       Impact factor: 2.883

3.  Furanosyl Oxocarbenium Ion Conformational Energy Landscape Maps as a Tool to Study the Glycosylation Stereoselectivity of 2-Azidofuranoses, 2-Fluorofuranoses and Methyl Furanosyl Uronates.

Authors:  Stefan van der Vorm; Thomas Hansen; Erwin R van Rijssel; Rolf Dekkers; Jerre M Madern; Herman S Overkleeft; Dmitri V Filippov; Gijsbert A van der Marel; Jeroen D C Codée
Journal:  Chemistry       Date:  2019-04-17       Impact factor: 5.236
  3 in total

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