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Article
Selective Formation of Non-conjugated Olefins by Samarium(II)-mediated Elimination/Isomerization of Allylic Benzoates
Tetrahedron Letters (2013)
  • Gregory W. O'Neil
  • Sara L. Schaefer, Western Washington University
  • Connor L. Roberts
  • Erasmus O. Volz
  • Monika R. Grasso
Abstract
Aromatic allylic benzoates can be selectively transformed to the corresponding benzoate eliminated olefin by the action of samarium diiodide. Depending on the substrate and the elimination conditions, high selectivity for the non-conjugated alkene product can be achieved.
Keywords
  • Samarium,
  • Elimination,
  • Isomerization,
  • Non-conjugated
Disciplines
Publication Date
November, 2013
DOI
10.1016/j.tetlet.2013.08.136
Publisher Statement
Copyright © 2016 Elsevier B.V. or its licensors or contributors. ScienceDirect® is a registered trademark of Elsevier B.V.
Citation Information
Gregory W. O'Neil, Sara L. Schaefer, Connor L. Roberts, Erasmus O. Volz, et al.. "Selective Formation of Non-conjugated Olefins by Samarium(II)-mediated Elimination/Isomerization of Allylic Benzoates" Tetrahedron Letters Vol. 54 Iss. 45 (2013) p. 6125 - 6128
Available at: http://works.bepress.com/gregory_oneil/7/