Alkyl Ethers as Traceless Hydride Donors in Brønsted Acid Catalyzed Intramolecular Hydrogen Atom Transfer

Dhika Aditya Gandamana; Bin Wang; Ciputra Tejo; Benoit Bolte; Fabien Gagosz; Shunsuke Chiba

doi:10.1002/anie.201801953

Alkyl Ethers as Traceless Hydride Donors in Brønsted Acid Catalyzed Intramolecular Hydrogen Atom Transfer

Dhika Aditya Gandamana, Bin Wang, Ciputra Tejo, Benoit Bolte, Fabien Gagosz^*, Shunsuke Chiba

^*Corresponding author for this work

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

27 Citations (Scopus)

Abstract

A new protocol for the deoxygenation of alcohols and the hydrogenation of alkenes under Brønsted acid catalysis has been developed. The method is based on the use of either a benzyl or isopropyl ether as a traceless hydrogen-atom donor, and involves an intramolecular hydride transfer as a key step, which is achieved in a regio- and stereoselective manner.

Original language	English
Pages (from-to)	6181-6185
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	57
Issue number	21
DOIs	https://doi.org/10.1002/anie.201801953
Publication status	Published - May 22 2018
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

ASJC Scopus Subject Areas

Catalysis
General Chemistry

Keywords

alcohols
alkenes
Brønsted acid
hydrogen-atom transfer
reduction

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10.1002/anie.201801953

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title = "Alkyl Ethers as Traceless Hydride Donors in Br{\o}nsted Acid Catalyzed Intramolecular Hydrogen Atom Transfer",

abstract = "A new protocol for the deoxygenation of alcohols and the hydrogenation of alkenes under Br{\o}nsted acid catalysis has been developed. The method is based on the use of either a benzyl or isopropyl ether as a traceless hydrogen-atom donor, and involves an intramolecular hydride transfer as a key step, which is achieved in a regio- and stereoselective manner.",

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AU - Wang, Bin

AU - Tejo, Ciputra

AU - Bolte, Benoit

AU - Gagosz, Fabien

AU - Chiba, Shunsuke

PY - 2018/5/22

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AB - A new protocol for the deoxygenation of alcohols and the hydrogenation of alkenes under Brønsted acid catalysis has been developed. The method is based on the use of either a benzyl or isopropyl ether as a traceless hydrogen-atom donor, and involves an intramolecular hydride transfer as a key step, which is achieved in a regio- and stereoselective manner.

KW - alcohols

KW - alkenes

KW - Brønsted acid

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KW - reduction

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Alkyl Ethers as Traceless Hydride Donors in Brønsted Acid Catalyzed Intramolecular Hydrogen Atom Transfer

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

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