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Selected Works of Levi M. Stanley
Article
Diels−Alder Cycloaddition Strategy for Kinetic Resolution of Chiral Pyrazolidinones
Organic Letters (2009)
  • Mukund P. Sibi
  • Keisuke Kawashima
  • Levi M. Stanley
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Abstract

A rare example of the application of a catalytic, enantioselective Diels−Alder cycloaddition to affect a kinetic resolution has been developed. Chiral pyrazolidinones are resolved with high selectivity through a process that utilizes a relay of stereochemical information from a permanent chiral center to a fluxional chiral center to enhance the inherent selectivity of the chiral Lewis acid catalyst.

Disciplines
Publication Date
August, 2009
Publisher Statement
Reprinted (adapted) with permission from Organic Letters 11 (2009): 3894, doi:10.1021/ol901504p. Copyright 2009 American Chemical Society.
Citation Information
Mukund P. Sibi, Keisuke Kawashima and Levi M. Stanley. "Diels−Alder Cycloaddition Strategy for Kinetic Resolution of Chiral Pyrazolidinones" Organic Letters Vol. 11 Iss. 17 (2009)
Available at: http://works.bepress.com/levi_stanley/16/