Gumus, AysegulMert, KudretTanyeli, Cihangir2025-05-102025-05-1020140018-019X1522-267510.1002/hlca.2013004412-s2.0-84914706391https://doi.org/10.1002/hlca.201300441https://hdl.handle.net/20.500.14720/15783The stereoselective synthesis of 1,2,3-triazolooxazine and fused 1,2,3-triazolo--lactone by applying chemoenzymatic methods is described. trans-2-Azidocyclohexanol was successfully resolved by Novozyme 435 with an ee value of 99%. Installation of the alkyne moiety on the enantiomerically enriched azidoalcohol by O-alkylation, followed by intramolecular azidealkyne [3+2] cycloaddition resulted in the desired 1,2,3-triazolooxazine derivative. Enantiomerically pure azidocyclohexanol was also subjected to the Huisgen 1,3-dipolar cycloaddition reaction with dimethylacetylene dicarboxylate, followed by intramolecular cyclization of the corresponding cycloadduct, to furnish a fused 1,2,3-triazolo--lactone.eninfo:eu-repo/semantics/closedAccess123-Triazolooxazine123-Triazolo--LactoneCyclohexanol2-Azido-Azidealkyne CycloadditionCycloadditionsEnzymatic ResolutionArticle9710Q3Q413401344WOS:000344180200004