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An Entry to a Chiral Dihydropyrazole Scaffold:  Enantioselective [3 + 2] Cycloaddition of Nitrile Imines
Journal of the American Chemical Society (2005)
  • Mukund P. Sibi
  • Levi M. Stanley
  • Craig P. Jasperse
Abstract

We have developed a versatile strategy to access dihydropyrazoles in highly enantioenriched form. Dipolar cycloaddition of electron-deficient acceptors and in situ-generated nitrile imines proceeds with high regio- and enantioselectivity using 10 mol % chiral Lewis acid catalyst. A variety of dihydropyrazoles that incorporate functionality for further manipulation have been prepared.

Disciplines
Publication Date
May, 2005
Publisher Statement
Reprinted (adapted) with permission from Journal of the American Chemical Society 127 (2005): 8276, doi:10.1021/ja051650b. Copyright 2005 American Chemical Society.
Citation Information
Mukund P. Sibi, Levi M. Stanley and Craig P. Jasperse. "An Entry to a Chiral Dihydropyrazole Scaffold:  Enantioselective [3 + 2] Cycloaddition of Nitrile Imines" Journal of the American Chemical Society Vol. 127 Iss. 23 (2005)
Available at: http://works.bepress.com/levi_stanley/10/