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Facile stereoselective syntheses of aryl substituted α,β-unsaturated esters containing a trifluoromethyl group

✍ Scribed by Rui-Qi Pan; Ping-An Wang; Min-Zhi Deng

Publisher: John Wiley and Sons
Year: 2002
Tongue: English
Weight: 141 KB
Volume: 13
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.10032

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✦ Synopsis

Abstract

The Suzuki‐type cross‐coupling reaction of arylboronic acids 3 with ethyl (Z)‐3‐iodo‐4,4,4‐trifluoro‐2‐butenoate 2, which was generated by hydroiodination of available ethyl 4,4,4‐trifluoro‐2‐butynoate 1, to afford ethyl (E)‐3‐aryl‐4,4,4‐trifluoro‐2‐butenoates 4, was studied for the first time. It was found that under the optimum conditions the cross‐coupling reaction could readily give 4 as the sole E‐isomer in 76–91% yields. © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:287–290, 2002; Published online in Wiley Interscience (www.interscience.wiley.com). DOI 10.1002/hc.10032

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