4.4 Article

Aqueous Wittig reactions of semi-stabilized ylides. A straightforward synthesis of 1,3-dienes and 1,3,5-trienes

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 41, Pages 5737-5740

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.07.133

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Funding

  1. NSERC
  2. Cytec Canada Inc
  3. McMaster University

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A direct synthesis of 1,3-dienes and 1,3,5-trienes from the reaction of semi-stabilized ylides and a range of saturated and unsaturated aldehydes is reported in water as solvent, employing sodium hydroxide as base. The water-soluble phosphine oxide side product is removed simply by aqueous partitioning of the organic products. (C) 2009 Elsevier Ltd. All rights reserved.

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