4.8 Article

Solvent-Controlled Oxidative Cyclization for Divergent Synthesis of Highly Functionalized Oxetanes and Cyclopropanes

Journal

ORGANIC LETTERS
Volume 11, Issue 14, Pages 3156-3159

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol9012102

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Funding

  1. National Natural Science Foundation of China [20702006]
  2. Shanghai Rising-Star program [07QA14007]
  3. Shanghai Key Laboratory of Molecular Catalysts and Innovative Materials, Department of Chemistry, Fudan University [2009KF02]

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An efficient solvent-controlled oxidative cyclization of Michael adducts of malonates with chalcones with the combination of iodosobenzene and tetrabutylammonium iodide is reported. Highly functionalized oxetanes and cyclopropanes were divergently synthesized in moderate to excellent yields with high diastereoselectivity.

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