Anti-Markovnikov Hydrofunctionalization of Alkenes: Use of a Benzyl Group as a Traceless Redox-Active Hydrogen Donor

Geoffroy Hervé Lonca; Derek Yiren Ong; Thi Mai Huong Tran; Ciputra Tejo; Shunsuke Chiba; Fabien Gagosz

doi:10.1002/anie.201705368

Anti-Markovnikov Hydrofunctionalization of Alkenes: Use of a Benzyl Group as a Traceless Redox-Active Hydrogen Donor

Geoffroy Hervé Lonca, Derek Yiren Ong, Thi Mai Huong Tran, Ciputra Tejo, Shunsuke Chiba^*, Fabien Gagosz

^*Corresponding author for this work

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

80 Citations (Scopus)

Abstract

A protocol for the anti-Markovnikov hydrofunctionalization of alkenes has been developed by the use of a benzyl group as a traceless redox-active hydrogen donor. Under copper catalysis and in the presence of CF₃- or N₃-containing hypervalent iodine reagents, a series of homoallylic alcohol derivatives were hydrofunctionalized regioselectivity. A similar principle was also applied to the hydrofunctionalization of alkenols.

Original language	English
Pages (from-to)	11440-11444
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	56
Issue number	38
DOIs	https://doi.org/10.1002/anie.201705368
Publication status	Published - Sept 11 2017
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

ASJC Scopus Subject Areas

Catalysis
General Chemistry

Keywords

alkene functionalization
azidation
copper catalysis
radicals
trifluoromethylation

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10.1002/anie.201705368

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AU - Tran, Thi Mai Huong

AU - Tejo, Ciputra

AU - Chiba, Shunsuke

AU - Gagosz, Fabien

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KW - trifluoromethylation

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Anti-Markovnikov Hydrofunctionalization of Alkenes: Use of a Benzyl Group as a Traceless Redox-Active Hydrogen Donor

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

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