Issue 24, 2020

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

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

Supplementary files

Article information

Article type
Communication
Submitted
30 Jan 2020
Accepted
17 Feb 2020
First published
27 Feb 2020

Chem. Commun., 2020,56, 3543-3546

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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