260260-97-7Relevant articles and documents
Stereoselective synthesis of 1,2,3-triazolooxazine and fused 1,2,3-triazolo-d-lactone derivatives
Gümü, Ayegül,Mert, Kudret,Tanyeli, Cihangir
, p. 1340 - 1344 (2015/01/09)
The stereoselective synthesis of 1,2,3-triazolooxazine and fused 1,2,3-triazolo-d-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 azide-alkyne [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-triazolod-λ-lactone.