Abstract
Enolates have proven to be one of the key building blocks available to the synthetic
chemist. Here we summarize a novel strategy for their preparation, involving the addition
of α-borylated nucleophiles to esters to yield boron enolates. The enolates prepared
by the addition of lithiated geminal bis(boron) compounds to esters can be trapped
with two equivalents of halogen and alkyl electrophiles to yield α,α-difunctionalized
compounds.
1 Introduction
2 Ketone Difunctionalization
3 Boron Enolates by Coupling
4 Towards Sequential Trapping
5 Summary and Outlook
Key words
enolates - coupling - boron - fluorination