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Synthesis 1995; 1995(5): 475-497
DOI: 10.1055/s-1995-3957
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π Stacking Effects in Asymmetric Synthesis

Graham B. Jones* , Brant J. Chapman
  • *Department of Chemistry, Clemson University, Clemson, South Carolina, SC 29634-1905, USA, Fax +1(803)6566613; E-mail graham@clemson.edu
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Publication History

Publication Date:
31 December 2000 (online)

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The effects and benefits of π stacking in asymmetric synthesis is reviewed. Specifically, asymmetric induction achieved with chiral auxiliaries and chiral catalysts can be enhanced by π stacking effects, locking one confirmation of a reactant preferentially in a given transition state assembly. The evolution of such systems, their application in synthesis, together with related developments in the field of molecular recognition will be highlighted.

π stacking - asymmetric synthesis - enantioselective catalysts - chiral auxiliaries - molecular recognition

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