4.4 Article

Mild and practical stereoselective synthesis of (Z)- and (E)-allyl bromides from Baylis-Hillman adducts using Appel agents (PPh3/CBr4): a facile synthesis of semiplenamides C and E

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 18, Pages 2072-2074

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.02.132

Keywords

(Z)- and (E)-Allyl bromides; Baylis-Hillman adduct; Appel agents; PPh3/CBr4; Semiplenamides C and E

Funding

  1. CSIR
  2. UGC, New Delhi

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Appel agents (PPh3/CBr4) have been utilized for high-yielding stereoselective synthesis of (Z)- and (E)-allyl bromides from Baylis-Hillman adducts at room temperature. The method has been applied for the synthesis of naturally occurring bioactive fatty acid amides, semiplenamides C and E. (c) 2009 Elsevier Ltd. All rights reserved.

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