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. 2017 May 2;56(19):5217-5221.
doi: 10.1002/anie.201700231. Epub 2017 Apr 5.

Auto-Tandem Catalysis with Frustrated Lewis Pairs for Reductive Etherification of Aldehydes and Ketones

Mária Bakos  1 , Ádám Gyömöre  1 , Attila Domján  1 , Tibor Soós  1
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Auto-Tandem Catalysis with Frustrated Lewis Pairs for Reductive Etherification of Aldehydes and Ketones

Mária Bakos et al. Angew Chem Int Ed Engl. .

Abstract

Herein we report that a single frustrated Lewis pair (FLP) catalyst can promote the reductive etherification of aldehydes and ketones. The reaction does not require an exogenous acid catalyst, but the combined action of FLP on H2 , R-OH or H2 O generates the required Brønsted acid in a reversible, "turn on" manner. The method is not only a complementary metal-free reductive etherification, but also a niche procedure for ethers that would be either synthetically inconvenient or even intractable to access by alternative synthetic protocols.

Keywords: boranes; catalysis; frustrated Lewis pairs; hydrogenation; reductive etherification.

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