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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 48, 2018 - Issue 7
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Original Articles

Iron-catalyzed boration of allylic alcohols with H3BO3 as an additive

Yuhan ZhouState Key Laboratory of Fine Chemicals, School of Pharmaceutical Science and Technology, Dalian University of Technology, Dalian, P. R. ChinaCorrespondence[email protected]
ORCID Iconhttp://orcid.org/0000-0002-1860-8669View further author information
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Huan WangState Key Laboratory of Fine Chemicals, School of Pharmaceutical Science and Technology, Dalian University of Technology, Dalian, P. R. ChinaORCID Iconhttp://orcid.org/0000-0001-5792-7841View further author information
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Yang LiuState Key Laboratory of Fine Chemicals, School of Pharmaceutical Science and Technology, Dalian University of Technology, Dalian, P. R. ChinaORCID Iconhttp://orcid.org/0000-0002-5860-1437View further author information
ORCID Icon,
Yilong ZhaoState Key Laboratory of Fine Chemicals, School of Pharmaceutical Science and Technology, Dalian University of Technology, Dalian, P. R. ChinaORCID Iconhttp://orcid.org/0000-0001-7938-8973View further author information
ORCID Icon,
Chunxia ZhangState Key Laboratory of Fine Chemicals, School of Pharmaceutical Science and Technology, Dalian University of Technology, Dalian, P. R. ChinaORCID Iconhttp://orcid.org/0000-0002-5197-4679View further author information
ORCID Icon &
Jingping QuState Key Laboratory of Fine Chemicals, School of Pharmaceutical Science and Technology, Dalian University of Technology, Dalian, P. R. ChinaORCID Iconhttp://orcid.org/0000-0002-7576-0798View further author information
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Pages 795-801 | Received 09 Dec 2017, Published online: 26 Feb 2018
 
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ABSTRACT

A method for the synthesis of allylboronates by iron-catalyzed boration of allylic alcohols with H3BO3 as an additive is developed. The introduction of H3BO3 promotes the cleavage of C‒O bond in allylic alcohols obviously. Functional groups, such as fluoro, chloro, bromo, alkyl, and alkoxy, are tolerated well. Thus, various allylboronates are obtained in acceptable yield.

GRAPHICAL ABSTRACT

Additional information

Funding

The authors gratefully acknowledge the financial support of the National Natural Science Foundation of China (Nos. 21576041 and 21231003) and the program for Changjiang Scholars and Innovative Research Team in University (No. IRT13008).

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