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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
› Author AffiliationsThis project was generously supported by the National Natural Science Foundation of China (21662025) and the Natural Science Foundation of Inner Mongolia of China (2014JQ02).
Further Information

Publication History

Received: 13 April 2018

Accepted after revision: 29 June 2018

Publication Date:
26 July 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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