Use of a benzyl ether as a traceless hydrogen donor in the anti-Markovnikov hydrofunctionalization of alkenes with xanthates

Hirohito Hayashi; Atsushi Kaga; Bin Wang; Fabien Gagosz; Shunsuke Chiba

doi:10.1039/c8cc02971g

Use of a benzyl ether as a traceless hydrogen donor in the anti-Markovnikov hydrofunctionalization of alkenes with xanthates

Hirohito Hayashi, Atsushi Kaga, Bin Wang, Fabien Gagosz^*, Shunsuke Chiba

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

6 Citations (Scopus)

Abstract

A new protocol for the anti-Markovnikov hydrofunctionalization of alkenyl alcohol O-Bn ethers was developed using xanthates as functionalizing agents in the presence of lauroyl peroxide as a radical initiator and a stoichiometric oxidant. The benzyl group serves as a traceless hydrogen donor in the remote radical hydrogen atom transfer event during the process.

Original language	English
Pages (from-to)	7535-7538
Number of pages	4
Journal	Chemical Communications
Volume	54
Issue number	54
DOIs	https://doi.org/10.1039/c8cc02971g
Publication status	Published - 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© The Royal Society of Chemistry 2018.

ASJC Scopus Subject Areas

Electronic, Optical and Magnetic Materials
Catalysis
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/c8cc02971g

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abstract = "A new protocol for the anti-Markovnikov hydrofunctionalization of alkenyl alcohol O-Bn ethers was developed using xanthates as functionalizing agents in the presence of lauroyl peroxide as a radical initiator and a stoichiometric oxidant. The benzyl group serves as a traceless hydrogen donor in the remote radical hydrogen atom transfer event during the process.",

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AU - Hayashi, Hirohito

AU - Kaga, Atsushi

AU - Wang, Bin

AU - Gagosz, Fabien

AU - Chiba, Shunsuke

N1 - Publisher Copyright: © The Royal Society of Chemistry 2018.

PY - 2018

Y1 - 2018

N2 - A new protocol for the anti-Markovnikov hydrofunctionalization of alkenyl alcohol O-Bn ethers was developed using xanthates as functionalizing agents in the presence of lauroyl peroxide as a radical initiator and a stoichiometric oxidant. The benzyl group serves as a traceless hydrogen donor in the remote radical hydrogen atom transfer event during the process.

AB - A new protocol for the anti-Markovnikov hydrofunctionalization of alkenyl alcohol O-Bn ethers was developed using xanthates as functionalizing agents in the presence of lauroyl peroxide as a radical initiator and a stoichiometric oxidant. The benzyl group serves as a traceless hydrogen donor in the remote radical hydrogen atom transfer event during the process.

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ER -

Use of a benzyl ether as a traceless hydrogen donor in the anti-Markovnikov hydrofunctionalization of alkenes with xanthates

Abstract

Bibliographical note

ASJC Scopus Subject Areas

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