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Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography
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JoVE Journal Chemistry
Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography

Synthesis and Purification of Iodoaziridines Involving Quantitative Selection of the Optimal Stationary Phase for Chromatography

DOI:
10.3791/51633-v

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10:14 min

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May 16, 2014

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, ,
1Department of Chemistry,Imperial College London

Chapters

  • 00:04Title
  • 01:26Preparation of Iodoaziridines with Diiodomethyllithium
  • 04:32Assessment of Product Stability to Stationary Phases for Chromatography
  • 07:04Deactivation of Basic Alumina and Purification of the Iodoaziridine
  • 08:01Results: Diastereoselective Synthesis and Characterization of Iodoaziridines
  • 09:39Conclusion

Summary

Automatic Translation

Automatic Translation

A protocol for the diastereoselective one-pot preparation of cis-N-Ts-iodoaziridines is described. The generation of diiodomethyllithium, addition to N-Ts aldimines and cyclization of the amino gem-diiodide intermediate to iodoaziridines is demonstrated. Also included is a protocol to rapidly and quantitatively assess the most appropriate stationary phase for purification by chromatography.

Tags

Keywords: IodoaziridinesDiiodomethyllithiumN-Ts AldiminesDiastereoselective SynthesisColumn ChromatographyStationary Phase SelectionQuantitative Analysis1H NMR SpectroscopyBasic AluminaSensitive Compounds

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