4.4 Article

Facile synthesis of γ-alkylidenebutenolides from Morita-Baylis-Hillman adducts

Journal

TETRAHEDRON LETTERS
Volume 53, Issue 1, Pages 36-40

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.11.001

Keywords

gamma-Alkylidenebutenolides; Morita-Baylis-Hillman adducts; Isomerization; Indium

Funding

  1. National Research Foundation of Korea
  2. Korean Government [2011-0002570]

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An expedient synthetic procedure of gamma-alkylidenebutenolides was developed via a sequential indium-mediated Barbier-type reaction of Morita-Baylis-Hillman bromide with aldehyde, lactonization, and double-bond isomerization. Various gamma-alkylidenebutenolides including bovolide and its derivatives were synthesized in good overall yields. (C) 2011 Elsevier Ltd. All rights reserved.

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