4.4 Article

Facile organocatalytic domino oxidation of diols to lactones by in situ-generated TetMe-IBX

Journal

TETRAHEDRON
Volume 70, Issue 13, Pages 2286-2293

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2014.01.034

Keywords

Diols; Lactones; Modified IBX; Catalysis; Oxone; Cascade reaction

Funding

  1. Council of Scientific and Industrial Research (CSIR), India
  2. CSIR, India

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The domino oxidation of diols to lactones is an important transformation, and catalytic protocols that allow this conversion smoothly are scarce. Capitalizing on the established reactivity of tetramethyl-IBX (TetMe-IBX) and its in situ generation in the presence of a co-oxidant, such as oxone, we have shown that a variety of diols can be converted to the corresponding lactones in respectable yields by employing the precursor of TetMe-IBX, namely, tetramethyl-o-iodobenzoic acid (TetMe-IA), as a catalyst in 5 mol % in the presence of 2 equiv of oxone. (c) 2014 Published by Elsevier Ltd.

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