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Parameterization of Acyclic Diaminocarbene Ligands Applied to a Gold(I)-Catalyzed Enantioselective Tandem Rearrangement/Cyclization.

  • Author(s): Niemeyer, Zachary L;
  • Pindi, Suresh;
  • Khrakovsky, Dimitri A;
  • Kuzniewski, Christian N;
  • Hong, Cynthia M;
  • Joyce, Leo A;
  • Sigman, Matthew S;
  • Toste, F Dean
  • et al.

Published Web Location

https://doi.org/10.1021/jacs.7b08791
Abstract

Computed descriptors for acyclic diaminocarbene ligands are developed in the context of a gold catalyzed enantioselective tandem [3,3]-sigmatropic rearrangement-[2+2]-cyclization. Surrogate structures enable the rapid identification of parameters that reveal mechanistic characteristics. The observed selectivity trends are validated in a robust multivariate analysis facilitating the development of a highly enantioselective process.

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