Literature DB >> 17672476

Ferrier-type alkynylation reaction mediated by indium.

Nadège Lubin-Germain1, Agnès Hallonet, Florent Huguenot, Sara Palmier, Jacques Uziel, Jacques Augé.   

Abstract

An efficient Ferrier-type alkynylation reaction between glycals and iodoalkynes using Barbier conditions is described. These conditions require In0, InI, or InII and lead to alpha-2,3-unsaturated-C-glycosides with good stereoselectivity. When glycosyliodoalkynes are used, trehalose-derived compounds and alpha-(1-->6)-C-disaccharides are obtained.

Entities:  

Year:  2007        PMID: 17672476     DOI: 10.1021/ol701480x

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


  2 in total

1.  TMSOTf mediated stereoselective synthesis of α-C-glycosides from unactivated aryl acetylenes.

Authors:  Heshan Chen; Xiaosheng Luo; Saifeng Qiu; Wengjie Sun; Jianbo Zhang
Journal:  Glycoconj J       Date:  2016-08-26       Impact factor: 2.916

2.  Supramolecular assembly of a phosphole-based moiety into nanostructures dictated by alkynylplatinum(ii) terpyridine complexes through non-covalent Pt···Pt and π-π stacking interactions: synthesis, characterization, photophysics and self-assembly behaviors.

Authors:  Sammual Yu-Lut Leung; Sloane Evariste; Christophe Lescop; Muriel Hissler; Vivian Wing-Wah Yam
Journal:  Chem Sci       Date:  2017-04-19       Impact factor: 9.825

  2 in total

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