Reliable and Versatile Synthesis of 2-Aryl-Substituted Cinnamic Acid Esters
Alen Ianni, Siegfried R. Waldvogel*
*Rheinische Friedrich-Wilhelms-Universität Bonn, Kekulé-Institut für
Organische Chemie und Biochemie, Gerhard-Domagk-Straße 1, 53121 Bonn, Email:
waldvogel
uni-bonn.de
A. Ianni, S. R. Waldvogel, Synthesis, 2006, 2103-2112.
DOI: 10.1055/s-2006-942404
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Abstract
2-Aryl-substituted phosphono acetates can be readily synthesized by a four-step sequence from the respective arenes. Succeeding Horner-Wadsworth-Emmons olefinations provide stereoselectively the 2-aryl cinnamic acid esters even when sensitive moieties are involved.
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Key Words
bromination, phosphorylation, olefination, Friedel-Crafts acylation, Arbuzov reaction, Wittig-Horner reaction, sodium borohydride
ID: J66-Y2006-1910
