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

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.

SUBMITTER: Niemeyer ZL

PROVIDER: S-EPMC5903265 | biostudies-literature | 2017 Sep

REPOSITORIES: biostudies-literature

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

Niemeyer Zachary L ZL Pindi Suresh S Khrakovsky Dimitri A DA Kuzniewski Christian N CN Hong Cynthia M CM Joyce Leo A LA Sigman Matthew S MS Toste F Dean FD

Journal of the American Chemical Society 20170908 37

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. ...[more]

PMID: 28885017

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