Modular Mesoionics: Understanding and Controlling Regioselectivity in 1,3-Dipolar Cycloadditions of Münchnone Derivatives

Author:

Morin Marie S. T.1,St-Cyr Daniel J.1,Arndtsen Bruce A.1,Krenske Elizabeth H.23,Houk K. N.4

Affiliation:

1. Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montréal, Quebec H3A 2K6, Canada

2. School of Chemistry, The University of Melbourne, VIC 3010, Australia, and Australian Research Council Centre of Excellence for Free Radical Chemistry and Biotechnology

3. School of Chemistry and Molecular Biosciences, The University of Queensland, Brisbane, Queensland 4072, Australia

4. Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, United States

Publisher

American Chemical Society (ACS)

Subject

Colloid and Surface Chemistry,Biochemistry,General Chemistry,Catalysis

Reference59 articles.

1. What Controls Regiochemistry in 1,3-Dipolar Cycloadditions of Münchnones with Nitrostyrenes?

2. A New Type of Mesoionic Aromatic Compound and Its 1,3-Dipolar Cycloaddition Reactions with Acetylene Derivatives

3. aGribble, G. W.InThe Chemistry of Heterocyclic Compounds: Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products;Padwa, A., Pearson, H., Eds.Wiley:New York, 2002; Vol.45, pp681–753.

4. bGribble, G. W.InThe Chemistry of Heterocyclic Compounds: Oxazole: Synthesis, Reactivity, and Spectroscopy;Palmer, D., Ed.Wiley:New York, 2003; Vol.60, pp473–577.

5. Origin of reactivity, regioselectivity, and periselectivity in 1,3-dipolar cycloadditions

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