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Journal Articles SYNLETT Year : 2013

An investigation of the asymmetric Huisgen "Click" reaction


The preparation of a series of new prochiral bis-alkynes is reported. A selection of chiral ligands is examined to gain additional information about the scope of the new asymmetric Huisgen ‘click’ reaction [the desymmetrisation of bis-alkynes using chiral ligands in conjunction with the widely applied copper-catalysed azide–alkyne cycloaddition (CuAAC) triazole synthesis]. The development of a new chiral assay for (±)-methyl 2-[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]-2-cyanopent-4-ynoate, and the production of this mono-triazole in up to 18% enantiomeric excess is described.
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hal-00915673 , version 1 (09-12-2013)



G. Richard Stephenson, James P. Buttress, Damien Deschamps, Mélanie Lancelot, James P. Martin, et al.. An investigation of the asymmetric Huisgen "Click" reaction. SYNLETT, 2013, 24, pp.2723-2729. ⟨10.1055/s-0033-1340152⟩. ⟨hal-00915673⟩
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