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Synthesis 2006(13): 2103-2112
DOI: 10.1055/s-2006-942404
DOI: 10.1055/s-2006-942404
PAPER
© Georg Thieme Verlag Stuttgart · New York
Reliable and Versatile Synthesis of 2-Aryl-Substituted Cinnamic Acid Esters
Further Information
Publication History
Received
9 March 2006
Publication Date:
08 June 2006 (online)


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.
Key words
olefination - phosphorylation - acylation - Arbuzov reaction - Horner-Wadsworth-Emmons reaction