Two catalytic protocols for Achmatowicz rearrangement using cyclic diacyl peroxides as oxidants

Congyin Wei; Rong Zhao; Zhihong Shen; Denghu Chang; Lei Shi

doi:10.1039/C8OB01382A

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Two catalytic protocols for Achmatowicz rearrangement using cyclic diacyl peroxides as oxidants†

Congyin Wei,^ab Rong Zhao,^ab Zhihong Shen,^ab Denghu Chang^ab and Lei Shi

*^ab

Author affiliations

* Corresponding authors

^a MIIT Key Laboratory of Critical Materials Technology for New Energy Conversion and Storage, School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150001, China
E-mail: lshi@hit.edu.cn

^b Shenzhen Graduate School, Harbin Institute of Technology, Shenzhen, People's Republic of China

Abstract

In situ generated bromonium-catalyzed and visible-light photocatalytic Achmatowicz rearrangements of furfuryl alcohols using cyclic diacyl peroxides as oxidants are described. Both protocols feature broad substrate scope, excellent functional group tolerance, and mild reaction conditions, affording the synthetically useful dihydropyranone derivatives in good yields.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/C8OB01382A
Article type: Communication
Submitted: 12 Jun 2018
Accepted: 16 Jul 2018
First published: 17 Jul 2018

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Org. Biomol. Chem., 2018,16, 5566-5569

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Two catalytic protocols for Achmatowicz rearrangement using cyclic diacyl peroxides as oxidants

C. Wei, R. Zhao, Z. Shen, D. Chang and L. Shi, Org. Biomol. Chem., 2018, 16, 5566 DOI: 10.1039/C8OB01382A

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Organic & Biomolecular Chemistry

Two catalytic protocols for Achmatowicz rearrangement using cyclic diacyl peroxides as oxidants†

Abstract

Supplementary files

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Two catalytic protocols for Achmatowicz rearrangement using cyclic diacyl peroxides as oxidants

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