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Transition metal free α-C-alkylation of ketones using secondary alcohols

Dambatta, Mubarak B; Santos, Joseph; Bolt, Robert RA; Morrill, Louis C; (2020) Transition metal free α-C-alkylation of ketones using secondary alcohols. Tetrahedron , 76 (45) , Article 131571. 10.1016/j.tet.2020.131571. Green open access

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Abstract

A base-mediated α-C-alkylation of ketones with secondary alcohols has been developed. This transition metal free approach employs KOt-Bu as the base and exhibits a broad scope, allowing a range of commodity aliphatic secondary alcohols and 1-arylethanols to be employed as alkylating agents. Aryl methyl ketones undergo selective mono-α-C-alkylation in high isolated yields (23 examples, 65% average yield).

Type: Article
Title: Transition metal free α-C-alkylation of ketones using secondary alcohols
Open access status: An open access version is available from UCL Discovery
DOI: 10.1016/j.tet.2020.131571
Publisher version: https://doi.org/10.1016/j.tet.2020.131571
Language: English
Additional information: This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions.
Keywords: C-alklation; Alcohols; Transition metal free
UCL classification: UCL
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy
URI: https://discovery.ucl.ac.uk/id/eprint/10181507
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