4.4 Article

Nondissociative chain walking as a strategy in catalytic organic synthesis

Journal

TETRAHEDRON LETTERS
Volume 60, Issue 37, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2019.07.029

Keywords

Nondissociative chain walking; Isomerization; Metal catalysis; Remote functionalization

Funding

  1. JSPS KAKENHI [JP18H01985, JP15KT0069, JP18H04271]
  2. Asahi Glass Foundation

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Nondissociative chain walking is a mechanism where an alkylmetal species undergoes rapid beta-hydride elimination and reinsertion to move the metal center along the alkyl chain without dissociating an alkene intermediate during the migration process. This digest summarizes the unique characteristics of the nondissociative chain walking mechanism compared to the stepwise alkene isomerization mechanism and their use in catalytic organic synthesis. (C) 2019 Elsevier Ltd. All rights reserved.

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