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Synlett 2020; 31(17): 1656-1662
DOI: 10.1055/s-0040-1707181
DOI: 10.1055/s-0040-1707181
synpacts
Formation of Boron Enolates by Nucleophilic Substitution
We thank the University of Brighton for support and funding.Weitere Informationen
Publikationsverlauf
Received: 14. Mai 2020
Accepted after revision: 30. Mai 2020
Publikationsdatum:
09. Juli 2020 (online)
![](https://www.thieme-connect.de/media/synlett/202017/lookinside/thumbnails/st-2020-p0289-sp_10-1055_s-0040-1707181-1.jpg)
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
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