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Issue 24, 2020
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Enantioconvergent alkylation of ketones with racemic secondary alcohols via hydrogen borrowing catalysis

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Abstract

An enantioconvergent method for the alkylation of o-disubstituted aryl ketones with racemic secondary alcohols is described. This process is mediated by a commercially available iridium catalyst and proceeds via hydrogen borrowing catalysis. The highly enantioenriched β-substituted ketone products were readily cleaved to a wide range of functional groups via retro-Friedel–Crafts acylation.

Graphical abstract: Enantioconvergent alkylation of ketones with racemic secondary alcohols via hydrogen borrowing catalysis

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Article information


Submitted
30 Jan 2020
Accepted
17 Feb 2020
First published
27 Feb 2020

Chem. Commun., 2020,56, 3543-3546
Article type
Communication

Enantioconvergent alkylation of ketones with racemic secondary alcohols via hydrogen borrowing catalysis

D. M. J. Cheang, R. J. Armstrong, W. M. Akhtar and T. J. Donohoe, Chem. Commun., 2020, 56, 3543
DOI: 10.1039/D0CC00767F

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