In situ protection methodology for selective one-pot allylation and alkylation of ketones in the presence of α,β-unsaturated ketones

Abstract

Selective one-pot alkylation or allylation of ketones in the presence of α,β-unsaturated ketones (enones) were accomplished by using our in situ protection methodology. Enones selectively react with a combination of PPh3 and silyl triflates in the presence of ketones to produce phosphonium silyl enol ethers, which act as protective groups for the enones during the alkylation or allylation of ketones, and can be easily deprotected to regenerate the parent enones on work-up.