4.7 Article

Silver-promoted cascade radical cyclization of γ,δ-unsaturated oxime esters with P(O)H compounds: synthesis of phosphorylated pyrrolines

Journal

CHEMICAL COMMUNICATIONS
Volume 55, Issue 97, Pages 14697-14700

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9cc08124k

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Funding

  1. National Natural Science Foundation of China [21901184, 21572160]
  2. Science & Technology Development Fund of Tianjin Education Commission for Higher Education [2018KJ159]
  3. Program for Innovative Research Team in University of Tianjin [TD13-5074]

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A cascade radical cyclization was realized for the first silver-promoted imino-phosphorylation of gamma,delta-unsaturated oxime esters, which provided a step-economical and redox-neutral route to access a variety of phosphorylated pyrrolines in good to excellent yields. Moreover, a new bulky trivalent phosphine ligand with a pyrroline motif was obtained through a deoxidation process.

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