What is it about?

New chiral spiranic 1,3,4-thiadiazoles and 1,4,2-oxathiazoles were diastereoselectively prepared using 1,3-dipolar cycloaddition reactions of (1R)-thiocamphor with Arylonitrile oxides and N-Aryl-C-ethoxycarbonylnitrilimines respectively.

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Why is it important?

spiranic systems un sulfur, nitrogen or oxygen pentagonal heterocycles are valuable compouds as they often show interesting biological or physical properties. They also could be used as building block in the synthesis of other active compounds, or as ligands in organometallic chemistry.

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This page is a summary of: One pot diastereoselective synthesis of new chiral spiro‐1,3,4‐thiadiazoles and 1,4,2‐oxathiazoles from (1R)‐thiocamphor, Journal of Heterocyclic Chemistry, September 2004, Wiley,
DOI: 10.1002/jhet.5570410513.
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