Transition Metal Free alpha-C-Alkylation of Ketones Using Secondary Alcohols - data

A base-mediated a-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-a-C-alkylation in high isolated yields (23 examples, 65% average yield).

Analysis of reaction products from this methodology resulted in the following data:

1H, 19F and 13C NMR raw data files

IR spectra

High-Resolution Mass Spectrography spectra.