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Schmidt B, Wolf F. Synthesis of Phenylpropanoids via Matsuda-Heck Coupling of Arene Diazonium Salts. J Org Chem. 2017;82(8):4386-4395doi: 10.1021/acs.joc.7b00447.
Schmidt, B., & Wolf, F. (2017). Synthesis of Phenylpropanoids via Matsuda-Heck Coupling of Arene Diazonium Salts. The Journal of organic chemistry, 82(8), 4386-4395. https://doi.org/10.1021/acs.joc.7b00447
Schmidt, Bernd, and Wolf, Felix. "Synthesis of Phenylpropanoids via Matsuda-Heck Coupling of Arene Diazonium Salts." The Journal of organic chemistry vol. 82,8 (2017): 4386-4395. doi: https://doi.org/10.1021/acs.joc.7b00447
Schmidt B, Wolf F. Synthesis of Phenylpropanoids via Matsuda-Heck Coupling of Arene Diazonium Salts. J Org Chem. 2017 Apr 21;82(8):4386-4395. doi: 10.1021/acs.joc.7b00447. Epub 2017 Apr 13. PMID: 28394127.
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J Org Chem. 2017 Apr 21;82(8):4386-4395. doi: 10.1021/acs.joc.7b00447. Epub 2017 Apr 13.

Synthesis of Phenylpropanoids via Matsuda-Heck Coupling of Arene Diazonium Salts.

The Journal of organic chemistry

Bernd Schmidt, Felix Wolf

Affiliations

  1. Universitaet Potsdam, Institut fuer Chemie , Karl-Liebknecht-Straße 24-25, D-14476 Potsdam-Golm, Germany.

PMID: 28394127 DOI: 10.1021/acs.joc.7b00447

Abstract

The Pd-catalyzed Heck-type coupling (Matsuda-Heck reaction) of electron rich arene diazonium salts with electron deficient olefins has been exploited for the synthesis of phenylpropanoid natural products. Examples described herein are the naturally occurring benzofurans methyl wutaifuranate, wutaifuranol, wutaifuranal, their 7-methoxy derivatives, and the O-prenylated natural products boropinols A and C.

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