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Synthesis 2018; 50(20): 4097-4103
DOI: 10.1055/s-0037-1610534
paper
© Georg Thieme Verlag Stuttgart · New York

Regio- and Stereoselective Palladium-Catalyzed Intermolecular Three-Component Aryletherification of Terminal Allenes

Xin-Xing Wu
Inner Mongolia Key Laboratory of Fine Organic Synthesis, Department of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010021, P. R. of China   eMail: shufengchen@imu.edu.cn
,
Chenjun Wang
Inner Mongolia Key Laboratory of Fine Organic Synthesis, Department of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010021, P. R. of China   eMail: shufengchen@imu.edu.cn
,
Wanrong Zhao
Inner Mongolia Key Laboratory of Fine Organic Synthesis, Department of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010021, P. R. of China   eMail: shufengchen@imu.edu.cn
,
Haiying Zhao
Inner Mongolia Key Laboratory of Fine Organic Synthesis, Department of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010021, P. R. of China   eMail: shufengchen@imu.edu.cn
,
Shufeng Chen  *
Inner Mongolia Key Laboratory of Fine Organic Synthesis, Department of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010021, P. R. of China   eMail: shufengchen@imu.edu.cn
› InstitutsangabenThis project was generously supported by the National Natural Science Foundation of China (21662025) and the Natural Science Foundation of Inner Mongolia of China (2014JQ02).
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Publikationsverlauf

Received: 13. April 2018

Accepted after revision: 29. Juni 2018

Publikationsdatum:
26. Juli 2018 (online)

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Abstract

A palladium-catalyzed three-component intermolecular aryl­etherification reaction of ferrocene-substituted allenes, aryl iodides and phenols or alcohols is reported. In this three-component reaction, two new C–C and C–O bonds are formed in one step with high regio- and stereoselectivity. The high selectivity obtained in this reaction can be attributed to the steric effect of the bulky ferrocene group.

Key words

aryletherification - allenes - palladium - stereoselectivity - intermolecular­ three-component reaction

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610534.
  • Supporting Information
 

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